Winchester Hotels with Pools - Outdoor/Indoor Pools in Winchester MA

Winchester hotels and motels with swimming pools that are perfect for a family are listed below. Search for cheap and discount hotel rates at hotels with a pool in or near Winchester, MA for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Winchester Massachusetts hotel and motel rooms for children. Review the list of Winchester hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
Planning group travel? Get Winchester MA Group Hotel Rates

Star Rating
Hotel Name
Price Range (USD) to
Amenities
+ More

Winchester Hotels with Outdoor or Indoor Pools

Hampton Inn & Homewood Suites by Hilton Boston Woburn
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
371 Washington St., Woburn, MA 01801 ~0.63 miles northeast of Winchester
  • Has swimming pool: Indoor Salt-Water Infused Pool
  • Affordable Suburban hotel
More Photos Pool image of Hampton Inn & Homewood Suites by Hilton Boston Woburn
From$139
Average 3.0 /5 Latest Reviews Call BookMore Details
Tired of clicking around? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Winchester" Get Alexa Skill →
Best Western Plus New Englander - Woburn
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1 Rainin Rd., Woburn, MA 01801 ~1.99 miles northeast of Winchester
  • Pool available: Indoor heated pool Open 6 am - 10 pm
  • Three Star Suburban hotel
More Photos Photo of Best Western Plus New Englander Pool
From$72
Average 3.5 /5 Guest Reviews Call BookMore Details
Hilton Boston / Woburn
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
2 Forbes Rd., Woburn, MA 01801 ~2.86 miles north of Winchester
  • Pool in hotel: Indoor
  • 3 star Suburban property
More Photos Photo of Hilton Boston / Woburn Pool
From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Crowne Plaza Boston Woburn by IHG : 15 Middlesex Canal Park
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
15 Middlesex Canal Park, Woburn, MA 01801 ~2.99 miles north of Winchester
  • Pool in hotel: Open from 7am to 10pm. Reservations Required.
  • 4 star Suburban hotel
More Photos Pool image of Crowne Plaza Boston Woburn by IHG
From$105
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Woburn Boston
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
371a Washington St., Woburn, MA 01801 ~3.00 miles north of Winchester
  • Has swimming pool: Indoor Salt-Water Infused Pool
  • 3-star Suburban hotel
More Photos Photo of Hampton Inn Woburn Boston Pool
From$129
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hyatt Place Boston/Medford
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
116 Riverside Ave., Medford, MA 02155 ~3.11 miles southeast of Winchester
  • Pool in hotel: Our indoor pool is open between the hours of 6:00AM and 10:00PM.
  • Three Star Suburban property
More Photos Photo of Hyatt Place Boston/Medford Pool
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Fairfield Inn Boston Woburn / Burlington
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
285 Mishawum Rd., Woburn, MA 01801 ~3.32 miles north of Winchester
  • Has swimming pool: Seasonal outdoor pool
  • Midscale Highway property
More Photos Photo of Fairfield Inn Boston Woburn / Burlington Pool
From$64
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hyatt House Boston / Burlington
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
2 Van De Graaff Dr., Burlington, MA 01803 ~3.50 miles northwest of Winchester
  • Includes a pool: The hotel pool is open seasonally from Memorial Day to Labor Day. It is open from 10am-10pm weather dependent during that time.
  • 3 star Suburban hotel
More Photos Photo of Hyatt House Boston / Burlington Pool
From$42
Very Good 4.5 /5 Guest Reviews Call BookMore Details
AC Hotel Boston Cambridge - Cambridge
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
10 Acorn Park Dr., Cambridge, MA 02140 ~3.93 miles south of Winchester
  • Has swimming pool: Indoor heated salt water pool open from 7am to 10pm.
  • Midscale Suburban hotel
More Photos Pool image of AC Hotel Boston Cambridge
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Boston Woburn in Woburn
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
300 Presidential Way, Woburn, MA 01801 ~4.50 miles north of Winchester
  • Has swimming pool: Heated indoor pool and whirlpool. Open 7 days a week from 6:00AM-10:00PM
  • Three Star Suburban property
More Photos Swimming pool at Residence Inn by Marriott Boston Woburn
From$110
Very Good 4.0 /5 Guest Reviews Call BookMore Details
AC Hotel by Marriott Boston North
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
95 Station Landing, Medford, MA 02155 ~4.65 miles southeast of Winchester
  • Pool available: Our indoor salt water pool is open from 7:00AM - 10:00PM.
  • 3-star Suburban property
More Photos Pool image of AC Hotel by Marriott Boston North
From$134
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Boston - Cambridge Area by IHG : 30 Washington St.
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
30 Washington St., Somerville, MA 02143 ~5.83 miles southeast of Winchester
  • Pool available: * POOL/ FITNESS CENTER Dive-In Movies on Friday and Saturday nights. The hotel pool features a basketball sport court, foosball, table tennis, bumper pool, 12 ft rock climbing wall and a 16 ft projection TV for movies/sports. Enjoy one of our relaxing cabana areas while the kids have fun.Indoor Pool Heated Indoor Pool Indoor Pool Hours of Operation: varies Dive-In Movies on Friday and Saturday nights. The hotel pool features a basketball sport court, foosball, bumper pool, 12 ft rock climbing wall and a 16 ft projection TV for movies/sports. Enjoy one of our relaxing cabana areas while the kids have fun. Complimentary Fitness Center Hours of Operation: 24 hours with guest key card Free weights, Hammer Strength equipment, and cardio equipment (including LifeCycle, elliptical trainers and treadmills).
  • 3 star Downtown property
More Photos Photo of Holiday Inn Boston - Cambridge Area by IHG Pool
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Element Lexington - Lexington
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
727 B Marrett Rd., Lexington, MA 02421 ~6.29 miles west of Winchester
  • Pool available: Whether you start your day with laps or take a dip to unwind at the end of the day, the indoor salt water swimming pool at Element Lexington is an invigorating space, morning through night. It’s open to our guests of all ages every day of the year, 6am to 11pm.
  • 3 star Suburban hotel
More Photos Pool image of Element Lexington
From$80
Average 3.0 /5 Reviews Call BookMore Details
More Homes & Apts at Booking.com

Book online or call +1-800-219-2797

Booking for Homes and Apartments
Go to BookingGo to Booking
Aloft by Marriott Lexington in Lexington
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
727 a Marrett Rd., Lexington, MA 02421 ~6.29 miles west of Winchester
  • Has swimming pool: Wind down after a workout or just take a quiet timeout to yourself at splash, Aloft Lexington’s refreshing indoor salt water pool. It’s great for a leisurely swim—or even some poolside email catch-up, thanks to free wireless Internet service. And it's even eco-friendly, using a cleaner, greener saline solution! Early birds and night owls equally welcome, with hours from 6am to 11pm
  • Mid-scale Suburban property
More Photos Pool image of Aloft by Marriott Lexington
From$76
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Boston Billerica / Bedford / Burlington in Billerica
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
35 Middlesex Turnpike, Billerica, MA 01821 ~6.30 miles northwest of Winchester
  • Includes a pool
  • Three Star Suburban property
More Photos Swimming pool at Homewood Suites by Hilton Boston Billerica / Bedford / Burlington
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Need some questions answered? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Winchester" Get Alexa Skill →
Doubletree by Hilton Boston Logan Airport Chelsea - Chelsea
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
201 Everett Ave., Chelsea, MA 02150 ~6.35 miles southeast of Winchester
  • Pool available: Visit our indoor heated pool. Open daily.
  • Affordable Airport hotel
More Photos Pool image of Doubletree by Hilton Boston Logan Airport Chelsea
From$80
Average 3.0 /5 Review Score Call BookMore Details
Homewood Suites Boston Logan Airport Chelsea - Chelsea
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
145 Beech St., Chelsea, MA 02150 ~6.36 miles southeast of Winchester
  • Pool available: Indoor Heated Salt Water Pool- 7am to 10pm
  • Midscale Airport hotel
More Photos Photo of Homewood Suites Boston Logan Airport Chelsea Pool
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Residence Inn Boston Logan Airport/Chelsea - Chelsea
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
200 a Maple St., Chelsea, MA 02150 ~6.40 miles southeast of Winchester
  • Includes a pool: Our Indoor heated saltwater pool is open from 10am to 10pm
  • 3 star Downtown property
More Photos Photo of Residence Inn Boston Logan Airport/Chelsea Pool
From$129
Average 3.0 /5 Hotel Reviews Call BookMore Details
Residence Inn Boston Watertown
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
570 Arsenal St., Watertown, MA 02472 ~6.44 miles south of Winchester
  • Pool available: Indoor, heated pool is open daily from 8AM - 11PM.
  • 3-star Suburban hotel
More Photos Swimming pool at Residence Inn Boston Watertown
From$129
Average 3.0 /5 Latest Reviews Call BookMore Details
Four Points by Sheraton Boston Logan Airport Revere - Revere
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
407 Squire Rd., Revere, MA 02151 ~6.47 miles east of Winchester
  • Has swimming pool: 6am - 10pm, indoor heated pool
  • Midscale Airport hotel
More Photos Swimming pool at Four Points by Sheraton Boston Logan Airport Revere
From$149
Average 3.0 /5 Review Score Call BookMore Details
Boston Marriott Cambridge in Cambridge
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
2 Cambridge Center 50 Broadway, Cambridge, MA 02142 ~6.86 miles southeast of Winchester
  • Pool in hotel
  • High-end Downtown property
More Photos Photo of Boston Marriott Cambridge Pool
From$150
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Royal Sonesta Boston
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
40 Edwin Land Blvd., Cambridge, MA 02142 ~6.88 miles southeast of Winchester
  • Pool available: Open 6AM - 10PM. Our atrium-style lap pool, measuring 30' x 45', is one of the largest pools in the Boston and Cambridge area. We are proud to offer a chlorine-free, salt-based pool which is gentler to the skin and eyes. With lap lanes and an area for less strenuous pursuits, the pool is perfect for taking a dip or getting in a workout. Please note: the pool does not have a lifeguard on duty. Children 16 and under need to be accompanied by an adult.
  • High-end Downtown hotel
More Photos Photo of The Royal Sonesta Boston Pool
From$100
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Boston Harbor on Tudor Wharf
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
34 44 Charles River Ave., Boston, MA 02129 ~7.06 miles southeast of Winchester
  • Pool available: Take a splash in our indoor heated pool overlooking Boston Harbor. Open daily from 6am - 10pm and complimentary for all hotel guests.
  • Mid-scale Oceanfront hotel
More Photos Photo of Residence Inn by Marriott Boston Harbor on Tudor Wharf Pool
From$80
Average 3.0 /5 Review Score Call BookMore Details
Four Points by Sheraton Boston Newton : 320 Washington St.
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
320 Washington St., Newton, MA 02458 ~7.27 miles south of Winchester
  • Includes a pool: While staying with us, unwind in our newly renovated indoor heated pool, located on the 3rd floor with expansive views overlooking the highway. Whether you're looking to start your day with a swim or relax after a busy schedule, the pool offers a refreshing retreat year-round. Open daily from 7:00 AM to 10:00 PM for hotel guests.
  • 3-star Suburban property
More Photos Photo of Four Points by Sheraton Boston Newton Pool
From$99
Average 3.5 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Boston/Waltham
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
450 Totten Pond Rd., Waltham, MA 02451 ~7.30 miles southwest of Winchester
  • Has swimming pool: Indoor pool open daily from 7am - 10pm.
  • 3 star Highway property
More Photos Swimming pool at Hilton Garden Inn Boston/Waltham
From$82
Very Good 4.0 /5 Review Score Call BookMore Details
Best Western Plus Waltham Boston
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
380 Winter St., Waltham, MA 02451 ~7.33 miles southwest of Winchester
  • Includes a swimming pool
  • 3-star property
More Photos Photo of Best Western Plus Waltham Boston Pool
From$85
Average 3.0 /5 Review Score Call BookMore Details
Wyndham Boston Beacon Hill : 5 Blossom St.
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
5 Blossom St., Boston, MA 02114 ~7.39 miles southeast of Winchester
  • Pool details: Seasonal outdoor pool, typically open Memorial Day to Labor Day.
  • Expensive Downtown hotel
More Photos Pool image of Wyndham Boston Beacon Hill
From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
HYATT house Boston/Waltham
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
54 4th Ave., Waltham, MA 02451 ~7.42 miles southwest of Winchester
  • Pool details: Heated outdoor pool open Memorial Day through Labor Day.
  • 3-star Suburban property
More Photos Pool image of HYATT house Boston/Waltham
From$80
Average 3.0 /5 Reviews Call BookMore Details
TownePlace Suites Boston Logan Airport/Chelsea
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
30 Eastern Ave., Chelsea, MA 02150 ~7.42 miles southeast of Winchester
  • Has swimming pool: Indoor Heated Saltwater Pool open from 7AM to 10PM.
  • Mid-scale Airport hotel
More Photos Photo of TownePlace Suites Boston Logan Airport/Chelsea Pool
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Westin Waltham Boston - Waltham
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
70 3rd Ave., Waltham, MA 02451 ~7.50 miles southwest of Winchester
  • Has swimming pool: Located on the lower level of the hotel, our indoor heated pool makes aquatic fun a year-round activity. Relax on a chaise lounge and enjoy views of the grounds from floor-to-ceiling windows. The pool is 350 sq ft. It is open from 6:00am-11pm
  • 4 star Suburban property
More Photos Photo of The Westin Waltham Boston Pool
From$109
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Boston - Logan Airport in Revere
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
230 Lee Burbank Highway, Revere, MA 02151 ~7.64 miles east of Winchester
  • Pool available: Indoor pool, open 8AM-8PM
  • Three Star Airport property
More Photos Photo of Hampton Inn Boston - Logan Airport Pool
From$84
Average 3.0 /5 Hotel Reviews Call BookMore Details
Embassy Suites by Hilton Boston Waltham
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
550 Winter St., Waltham, MA 02451 ~7.73 miles southwest of Winchester
  • Pool available: 7am to 9pm Daily 40 x 20 Indoor
  • Three Star Suburban property
More Photos Pool image of Embassy Suites by Hilton Boston Waltham
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
The Arcadian Hotel in Brookline
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
1200 Beacon St., Brookline, MA 02446 ~7.75 miles south of Winchester
  • Has swimming pool: Heated indoor saltwater pool and hot tub, 9am-9pm
  • 3-star Downtown hotel
More Photos Pool image of The Arcadian Hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Back Bay / Fenway : 125 Brookline Ave.
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
125 Brookline Ave., Boston, MA 02215 ~7.78 miles south of Winchester
  • Has swimming pool: Indoor pool located on our Rooftop Terrace Open from 7am - 9:30pm
  • Three Star Downtown property
More Photos Swimming pool at Residence Inn by Marriott Back Bay / Fenway
From$159
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Boston / Waltham in Waltham
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
135 2nd Ave., Waltham, MA 02451 ~7.86 miles southwest of Winchester
  • Pool details: Indoor Heated Pool
  • Mid-scale Suburban hotel
More Photos Pool image of Hampton Inn & Suites Boston / Waltham
From$80
Average 3.0 /5 Review Score Call BookMore Details
The Verb Hotel : 1271 Boylston St.
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1271 Boylston St., Boston, MA 02215 ~7.87 miles south of Winchester
  • Includes a pool: Open 8 AM to 10 PM. Open Year Round- Heated outdoor pool
  • High-end Downtown property
More Photos Pool image of The Verb Hotel
From$109
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Boston Marriott Long Wharf
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
296 State St., Boston, MA 02109 ~7.92 miles southeast of Winchester
  • Includes a pool
  • Four star Downtown property
More Photos Swimming pool at Boston Marriott Long Wharf
From$279
Very Good 4.0 /5 Reviews Call BookMore Details
Four Seasons Hotel Boston - Boston
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
200 Boylston St., Boston, MA 02116 ~7.93 miles southeast of Winchester
  • Includes a swimming pool
  • Luxury 5 star Downtown property
More Photos Swimming pool at Four Seasons Hotel Boston
From$295
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Boston Brookline - Brookline
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
40 Webster St., Brookline, MA 02446 ~7.93 miles south of Winchester
  • Pool details: 8am-10pm, indoor lap pool. Heated to utilize during the winter.
  • Mid-scale Downtown hotel
More Photos Swimming pool at Courtyard by Marriott Boston Brookline
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Boston Logan Airport : 100 Boardman St.
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
100 Boardman St., Boston, MA 02128 ~7.94 miles southeast of Winchester
  • Has swimming pool: Indoor Pool
  • Midscale Airport property
More Photos Swimming pool at Hilton Garden Inn Boston Logan Airport
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Sheraton Boston, a Marriott Hotel : 39 Dalton St.
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
39 Dalton St., Boston, MA 02199 ~7.98 miles south of Winchester
  • We have a pool ready for use
  • High end Downtown property
More Photos Photo of Sheraton Boston, a Marriott Hotel Pool
From$129
Very Good 4.0 /5 Reviews Call BookMore Details
Boston Harbor Hotel - Boston
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
70 Rowes Wharf, Boston, MA 02110 ~8.12 miles southeast of Winchester
  • Includes a pool: 60 ft. lap pool Monday - Friday 5:30am - 9:00pm Saturday 7:00am - 9:00pm Sunday 7:00am - 8:00pm pool and hot tub renovation till May 15, 2025.
  • Luxurious 5-star Downtown hotel
More Photos Pool image of Boston Harbor Hotel
From$325
Very Good 4.0 /5 Reviews Call BookMore Details
Homewood Suites by Hilton Boston Brookline-Longwood Medical
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
111 Boylston St., Brookline, MA 02445 ~8.61 miles south of Winchester
  • Pool available: Our pool is currenlt closed due to the pandemic
  • Midscale Suburban hotel
More Photos Swimming pool at Homewood Suites by Hilton Boston Brookline-Longwood Medical
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Boston-Peabody in Peabody
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
57 Newbury St., Peabody, MA 01960 ~8.76 miles northeast of Winchester
  • Pool details: Indoor pool 8 am to 10 pm
  • 3-star Highway hotel
More Photos Swimming pool at Homewood Suites by Hilton Boston-Peabody
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Seaport Hotel Boston - Boston
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1 Seaport Lane, Boston, MA 02210 ~8.79 miles southeast of Winchester
  • Includes a pool: Indoor Pool as part of Wave Fitness Health Club.
  • Four-star Convention Center hotel
More Photos Photo of Seaport Hotel Boston Pool
From$149
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Westin Boston Seaport District
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
425 Summer St., Boston, MA 02210 ~8.79 miles southeast of Winchester
  • Pool in hotel
  • Four star Convention Center hotel
More Photos Photo of The Westin Boston Seaport District Pool
From$179
Very Good 4.0 /5 Read Reviews Call BookMore Details
Renaissance® Boston Seaport District in Boston
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
606 Congress St., Boston, MA 02210 ~8.97 miles southeast of Winchester
  • Includes a swimming pool
  • Four-star property
More Photos Pool image of Renaissance® Boston Seaport District
From$160
Very Good 4.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Boston Billerica / Bedford : 270 Concord Rd.
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
270 Concord Rd., Billerica, MA 01821 ~9.48 miles northwest of Winchester
  • Pool in hotel: The pool is 15x35 and 4'6" deep at the mid point. Hours are 6am - 11pm
  • 3 star Suburban hotel
More Photos Swimming pool at Courtyard by Marriott Boston Billerica / Bedford
From$83
Average 3.5 /5 Latest Reviews Call BookMore Details
Boston Marriott Newton
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
2345 Commonwealth Ave., Newton, MA 02466 ~9.71 miles southwest of Winchester
  • Pool in hotel: Indoor pool
  • Affordable Suburban property
More Photos Pool image of Boston Marriott Newton
From$159
Very Good 4.0 /5 Review Score Call BookMore Details
Springhill Suites by Marriott Boston Peabody in Peabody
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
43 Newbury St., Peabody, MA 01960 ~9.97 miles northeast of Winchester
  • Pool in hotel: Indoor pool & hot tub Open 7:00am - 11:00pm
  • 3-star Suburban property
More Photos Pool image of Springhill Suites by Marriott Boston Peabody
From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details

Next: Show All Available Winchester Hotels with Pricing
Back to Top