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.
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Winchester Hotels with Outdoor or Indoor Pools

Best Western Plus New Englander
+1-888-389-4121

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1 Rainin Rd., Woburn, MA 01801 ~1.99 miles northeast of Winchester
  • Includes a pool: Indoor heated pool Open 6 am - 10 pm
  • Midscale Suburban property
More Photos Pool image of Best Western Plus New Englander
From$72
Average 3.5 /5 Recent Reviews Call BookMore Details
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Hilton Boston / Woburn in Woburn
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
2 Forbes Rd., Woburn, MA 01801 ~2.96 miles north of Winchester
  • Has swimming pool: Indoor
  • Four star Suburban property
More Photos Photo of Hilton Boston / Woburn Pool
From$75
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Crowne Plaza Boston Woburn An Ihg Hotel - Woburn
+1-800-716-8490

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15 Middlesex Canal Park, Woburn, MA 01801 ~2.99 miles north of Winchester
  • Includes a pool: Open from 7am to 10pm. Reservations Required.
  • High end Suburban property
More Photos Swimming pool at Crowne Plaza Boston Woburn An Ihg Hotel
From$105
Very Good 4.0 /5 Review Score Call BookMore Details
Hyatt Place Boston/Medford : 116 Riverside Ave.
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
116 Riverside Ave., Medford, MA 02155 ~3.11 miles southeast of Winchester
  • Includes a pool: Our indoor pool is open between the hours of 6:00AM and 10:00PM.
  • 3-star Suburban hotel
More Photos Swimming pool at Hyatt Place Boston/Medford
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hyatt House Boston / Burlington - Burlington
+1-888-965-1860

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2 Van De Graaff Dr., Burlington, MA 01803 ~3.50 miles northwest of Winchester
  • Pool in hotel: 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$95
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Boston Burlington in Burlington
+1-888-788-5576

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400 District Ave., Burlington, MA 01803 ~4.24 miles west of Winchester
  • Pool available: 7:00AM - 10:00PM key access to indoor pool and whirlpool Outdoor courtyard featuring gas grill and fire pit is open to guests
  • Affordable Suburban property
More Photos Swimming pool at Residence Inn by Marriott Boston Burlington
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Boston Woburn - Woburn
+1-888-897-9207

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300 Presidential Way, Woburn, MA 01801 ~4.50 miles north of Winchester
  • Pool available: Heated indoor pool and whirlpool. Open 7 days a week from 6:00AM-10:00PM
  • Three Star Suburban property
More Photos Photo of Residence Inn by Marriott Boston Woburn Pool
From$110
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Archer Hotel Boston/Burlington : 18 3rd Ave.
+1-888-311-4278

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18 3rd Ave., Burlington, MA 01803 ~4.94 miles west of Winchester
  • Pool in hotel: Indoor saline pool
  • Expensive Suburban hotel
More Photos Photo of Archer Hotel Boston/Burlington Pool
From$199
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express Saugus (Logan Airport), an IHG Hotel
+1-888-469-4795

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999 Broadway, Saugus, MA 01906 ~5.81 miles east of Winchester
  • Pool in hotel: Seasonal Outdoor pool from Memorial Day to Labor Day. The pool is open from 7am-9pm everyday.
  • Two star Airport property
More Photos Swimming pool at Holiday Inn Express Saugus (Logan Airport), an IHG Hotel
From$82
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Element Lexington
+1-888-734-9421

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New Reservations: +1-888-734-9421 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.
  • Affordable Suburban property
More Photos Pool image of Element Lexington
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Aloft Lexington
+1-888-841-5292

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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
  • 3 star Suburban property
More Photos Swimming pool at Aloft Lexington
From$76
Very Good 4.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Boston Billerica / Bedford / Burlington : 35 Middlesex Turnpike
+1-888-455-5160

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35 Middlesex Turnpike, Billerica, MA 01821 ~6.30 miles northwest of Winchester
  • Pool in hotel
  • Midscale Suburban hotel
More Photos Photo of Homewood Suites by Hilton Boston Billerica / Bedford / Burlington Pool
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Doubletree by Hilton Boston Logan Airport Chelsea - Chelsea
+1-888-965-8297

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201 Everett Ave., Chelsea, MA 02150 ~6.39 miles southeast of Winchester
  • Pool in hotel: Visit our indoor, heated pool. Open from 7am - 10pm
  • Four-star Airport property
More Photos Photo of Doubletree by Hilton Boston Logan Airport Chelsea Pool
From$78
Very Good 4.0 /5 Review Score Call BookMore Details
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Four Points by Sheraton Boston Logan : 407 Squire Rd.
+1-888-906-6358

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407 Squire Rd., Revere, MA 02151 ~6.47 miles east of Winchester
  • Includes a pool: 6am - 10pm, indoor heated pool
  • Affordable Airport property
More Photos Pool image of Four Points by Sheraton Boston Logan
From$149
Average 3.0 /5 Read Reviews Call BookMore Details
Bedford Plaza Hotel - Boston - Bedford
+1-888-749-6785

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340 Great Rd., Bedford, MA 01730 ~6.63 miles west of Winchester
  • Has swimming pool: Pool is open from 9 AM - 9 pm, Water is room temperature or warm, Indoor pool.
  • 2 star Suburban property
More Photos Pool image of Bedford Plaza Hotel - Boston
From$75
Average 3.0 /5 Read Reviews Call BookMore Details
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Boston Marriott Cambridge : 2 Cambridge Center 50 Broadway
+1-888-878-9982

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2 Cambridge Center 50 Broadway, Cambridge, MA 02142 ~6.86 miles southeast of Winchester
  • Has swimming pool
  • Four-star Downtown property
More Photos Pool image of Boston Marriott Cambridge
From$150
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Boston Logan Airport - Chelsea, an IHG Hotel
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
1012 Broadway, Chelsea, MA 02150 ~7.03 miles southeast of Winchester
  • Pool in hotel: Indoor Heated Salt Water Pool
  • Affordable Airport property
More Photos Swimming pool at Holiday Inn Boston Logan Airport - Chelsea, an IHG Hotel
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Four Points by Sheraton Boston Newton
+1-888-389-4121

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320 Washington St., Newton, MA 02458 ~7.27 miles south of Winchester
  • Pool details: While staying at the hotel, relax in our indoor heated pool overlooking the highway. The pool was recently renovated and is located on the 3rd floor. The Indoor Pool is open to hotel guests from 7:00 AM to 10:00 PM.
  • Midscale Suburban hotel
More Photos Pool image of Four Points by Sheraton Boston Newton
From$99
Average 3.5 /5 Recent Reviews Call BookMore Details
Best Western Plus Waltham Boston
+1-888-675-2083

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380 Winter St., Waltham, MA 02451 ~7.33 miles southwest of Winchester
  • Includes a swimming pool
  • Midscale property
More Photos Pool image of Best Western Plus Waltham Boston
From$87
Average 3.0 /5 Read Reviews Call BookMore Details
Wyndham Boston Beacon Hill in Boston
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
5 Blossom St., Boston, MA 02114 ~7.39 miles southeast of Winchester
  • Pool available: Seasonal outdoor pool, typically open Memorial Day to Labor Day.
  • Four star Downtown hotel
More Photos Swimming pool at Wyndham Boston Beacon Hill
From$125
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hyatt House Boston / Waltham - Waltham
+1-800-805-5223

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New Reservations: +1-800-805-5223 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.
  • Three Star Suburban property
More Photos Pool image of Hyatt House Boston / Waltham
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Towneplace Suites Boston Logan Airport / Chelsea : 30 Eastern Ave.
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
30 Eastern Ave., Chelsea, MA 02150 ~7.42 miles southeast of Winchester
  • Pool available: 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 Reviews Call BookMore Details
The Westin Waltham-Boston - Waltham
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
70 3rd Ave., Waltham, MA 02451 ~7.50 miles southwest of Winchester
  • Pool details: 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. When it’s time for a snack, order from our in-room dining menu and have it delivered poolside. The pool is 350 sq ft. It is open from 6:00am-11pm
  • High end Suburban property
More Photos Photo of The Westin Waltham-Boston Pool
From$79
Average 3.0 /5 Review Score Call BookMore Details
Staybridge Suites in Revere
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
244 Revere Beach Pkwy., Revere, MA 02151 ~7.58 miles east of Winchester
  • Pool available: Indoor Heated Saline Pool
  • 3-star Airport hotel
More Photos Photo of Staybridge Suites Pool
From$99
Excellent 5.0 /5 Reviews Call BookMore Details
Hampton Inn Boston - Logan Airport - Revere
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
230 Lee Burbank Highway, Revere, MA 02151 ~7.64 miles east of Winchester
  • Includes a pool
  • 3 star Airport hotel
More Photos Swimming pool at Hampton Inn Boston - Logan Airport
From$84
Average 3.0 /5 Hotel Reviews Call BookMore Details
Embassy Suites by Hilton Boston Waltham
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
550 Winter St., Waltham, MA 02451 ~7.71 miles southwest of Winchester
  • Pool in hotel: 6am to 11pm Daily 40 x 20 Indoor
  • Affordable Suburban property
More Photos Pool image of Embassy Suites by Hilton Boston Waltham
From$119
Very Good 4.0 /5 Reviews Call BookMore Details
The Arcadian Hotel Brookline
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1200 Beacon St., Brookline, MA 02446 ~7.75 miles south of Winchester
  • Pool details: Heated indoor saltwater pool and hot tub, 9am-9pm
  • Two-star Downtown hotel
More Photos Swimming pool at The Arcadian Hotel Brookline
From$100
Average 3.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Back Bay / Fenway - Boston
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
125 Brookline Ave., Boston, MA 02215 ~7.78 miles south of Winchester
  • Pool in hotel: Indoor pool located on our Rooftop Terrace Open from 7am - 9:30pm
  • Affordable Downtown hotel
More Photos Photo of Residence Inn by Marriott Back Bay / Fenway Pool
From$159
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Boston / Waltham : 135 2nd Ave.
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
135 2nd Ave., Waltham, MA 02451 ~7.86 miles southwest of Winchester
  • Has swimming pool: Indoor Heated Pool
  • 3-star Suburban property
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.
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
1271 Boylston St., Boston, MA 02215 ~7.87 miles south of Winchester
  • Pool details: Open 8 AM to 10 PM. Open Year Round- Heated outdoor pool
  • Four-star Downtown hotel
More Photos Pool image of The Verb Hotel
From$109
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Boston Marriott Long Wharf
+1-888-906-6358

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296 State St., Boston, MA 02109 ~7.92 miles southeast of Winchester
  • We have a pool ready for use
  • High end Downtown property
More Photos Swimming pool at Boston Marriott Long Wharf
From$279
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Boston Brookline : 40 Webster St.
+1-888-749-6785

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40 Webster St., Brookline, MA 02446 ~7.93 miles south of Winchester
  • Includes a pool: 8am-10pm, indoor lap pool. Heated to utilize during the winter.
  • 3 star Downtown hotel
More Photos Swimming pool at Courtyard by Marriott Boston Brookline
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Embassy Suites Boston Logan Airport : 207 Porter St.
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
207 Porter St., Boston, MA 02128 ~7.94 miles southeast of Winchester
  • Pool details: Pool is currently closed
  • Affordable Airport property
More Photos Pool image of Embassy Suites Boston Logan Airport
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Boston Logan Airport : 100 Boardman St.
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
100 Boardman St., Boston, MA 02128 ~7.94 miles southeast of Winchester
  • Pool details: Indoor Pool
  • 3-star Airport hotel
More Photos Photo of Hilton Garden Inn Boston Logan Airport Pool
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Boston Back Bay
+1-888-389-4121

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40 Dalton St., Boston, MA 02115 ~7.97 miles south of Winchester
  • Has a pool!
  • 4 star Convention Center property
More Photos Swimming pool at Hilton Boston Back Bay
From$199
Average 3.0 /5 Hotel Reviews Call BookMore Details
Sheraton Boston, a Marriott Hotel - Boston
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
39 Dalton St., Boston, MA 02199 ~7.98 miles south of Winchester
  • Includes a pool
  • Expensive Downtown property
More Photos Swimming pool at Sheraton Boston, a Marriott Hotel
From$129
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express - Revere
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
245 Revere Beach Pkwy., Revere, MA 02151 ~8.10 miles east of Winchester
  • Pool in hotel: Indoor Heated Saline Pool
  • Midscale Airport property
More Photos Pool image of Holiday Inn Express
From$99
Average 3.0 /5 Latest Reviews Call BookMore Details
InterContinental Boston, an IHG Hotel in Boston
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
510 Atlantic Ave., Boston, MA 02210 ~8.21 miles southeast of Winchester
  • Pool details: InterContinental Boston has an indoor pool.
  • Luxury Five Star Downtown hotel
More Photos Swimming pool at InterContinental Boston, an IHG Hotel
From$100
Very Good 4.5 /5 Recent Reviews Call BookMore Details
DoubleTree by Hilton Boston - Downtown : 821 Washington St.
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
821 Washington St., Boston, MA 02111 ~8.23 miles southeast of Winchester
  • We have a pool ready for use
  • Mid-scale Downtown property
More Photos Pool image of DoubleTree by Hilton Boston - Downtown
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Homewood Suites by Hilton Boston Brookline-Longwood Medical
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
111 Boylston St., Brookline, MA 02445 ~8.61 miles south of Winchester
  • Includes a pool: Our pool is currenlt closed due to the pandemic
  • Midscale Suburban hotel
More Photos Pool image of Homewood Suites by Hilton Boston Brookline-Longwood Medical
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Boston Bedford Burlington - Billerica
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
25 Middlesex Turnpike, Billerica, MA 01821 ~8.67 miles northwest of Winchester
  • Pool details: Come for a swim in our beautiful outdoor pool. Open Memorial Day - Labor Day.
  • Three Star Suburban property
More Photos Swimming pool at Hampton Inn Boston Bedford Burlington
From$68
Very Good 4.0 /5 Review Score Call BookMore Details
Seaport Hotel Boston
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1 Seaport Lane, Boston, MA 02210 ~8.79 miles southeast of Winchester
  • Pool in hotel: Indoor Pool as part of Wave Fitness Health Club.
  • High-end Convention Center property
More Photos Swimming pool at Seaport Hotel Boston
From$149
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn by Hilton Boston Crosstown Center : 811 Massachusetts Ave.
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
811 Massachusetts Ave., Boston, MA 02118 ~9.08 miles south of Winchester
  • Pool in hotel: Our indoor heated pool is open from 7am - 11pm. Our family friendly 30 x 12 size pool is 3.5 feet deep. Note: No Lifeguard on duty.
  • Affordable Downtown hotel
More Photos Swimming pool at Hampton Inn by Hilton Boston Crosstown Center
From$89
Average 3.0 /5 Reviews Call BookMore Details
Boston Marriott Newton : 2345 Commonwealth Ave.
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
2345 Commonwealth Ave., Newton, MA 02466 ~9.71 miles southwest of Winchester
  • Pool available: Indoor pool
  • Midscale Suburban property
More Photos Photo of Boston Marriott Newton Pool
From$159
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Candlewood Suites Boston North Shore Danvers An Ihg Hotel in Danvers
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
238 Andover St., Danvers, MA 01923 ~10.86 miles northeast of Winchester
  • Pool details: Outdoor pool open Memorial Day-Labor Day
  • Four-star Suburban property
More Photos Swimming pool at Candlewood Suites Boston North Shore Danvers An Ihg Hotel
From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Motel 6 Danvers, MA - Boston North
+1-888-455-5160

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65 Newbury St., Danvers, MA 01923 ~10.98 miles northeast of Winchester
  • We have a pool ready for use
  • Cheap property
More Photos Photo of Motel 6 Danvers, MA - Boston North Pool
From$60
Poor 2.5 /5 Read Reviews Call BookMore Details
Best Western Plus North Shore Hotel
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
50 Dayton St., Danvers, MA 01923 ~11.41 miles northeast of Winchester
  • Pool available: Indoor Heated Pool
  • 3 star Suburban property
More Photos Swimming pool at Best Western Plus North Shore Hotel
From$82
Very Good 4.0 /5 Review Score Call BookMore Details
Ramada by Wyndham Boston
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
800 Morrissey Blvd., Boston, MA 02122 ~11.99 miles southeast of Winchester
  • Includes a pool: We have a salt water outside pool / open seasonal.
  • 3-star Suburban hotel
More Photos Pool image of Ramada by Wyndham Boston
From$69
Average 3.0 /5 Latest Reviews Call BookMore Details
Sonesta Select Boston Danvers in Danvers
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
275 Independence Way, Danvers, MA 01923 ~12.26 miles northeast of Winchester
  • Has swimming pool: Outdoor Pool - Summer Seasonal
  • 3-star Suburban hotel
More Photos Pool image of Sonesta Select Boston Danvers
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Doubletree by Hilton Boston North Shore
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
50 Ferncroft Rd., Danvers, MA 01923 ~12.97 miles northeast of Winchester
  • Includes a pool: Hours of Operations from 6:00AM - 10:00PM.
  • Mid-scale Suburban property
More Photos Swimming pool at Doubletree by Hilton Boston North Shore
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details

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