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Hotel Name
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Winchester Hotels & Motels Allowing Pets

Best Western Plus New Englander - Woburn 1 Rainin Rd., Woburn, MA 01801 ~2.10 miles northeast of Winchester
  • Pets/Dogs Policy: Pets allowed based on the availability of pet friendly rooms. Up to 2 dogs per room with a 80 pound weight limit. Pet rate is $20 per day with a $100 per week maximum. A refundable cleaning & damage deposit of $50 is required upon check-in. If damage occurs or excessive cleaning is needed, the deposit can become non-refundable and the hotel may charge additionally to cover the costs of repair/cleaning.
  • Mid-scale Suburban property
  • Good accessibility by car
  • Clean rooms
Hilton Boston Woburn 2 Forbes Rd., Woburn, MA 01801 ~2.94 miles north of Winchester
  • Animals Policy: Allowed. Pet Fee of $75.00 required
  • Mid-scale Suburban property
  • Most guests enjoyed the balcony
  • Friendly atmosphere
From$89
Average 3.5 /5Reviews Call
Extended Stay America Boston Woburn - Woburn 831 Main St., Woburn, MA 01801 ~3.50 miles north of Winchester
  • Pet-friendly Policy: one animal, $25 per day up to $150 max
  • 3-star Suburban hotel
  • Terrific location
  • Great shopping
Red Roof Plus Boston Woburn - Woburn 19 Commerce Way, Woburn, MA 01801 ~3.51 miles north of Winchester
  • Pets Policy: One pet per room welcome.
  • Inexpensive Suburban hotel
  • Most guests did not like what was on the menu
  • Beds were acceptable for 61%
Sonesta Es Suites Burlington in Burlington 11 Old Concord Rd., Burlington, MA 01803 ~4.00 miles west of Winchester
  • Pet Friendly Policy: $15 per night, up to $150. Up to 80lbs.
  • Three Star Suburban hotel
  • Bathroom is ok
  • Clean facilities
Residence Inn Marriott Boston / Woburn : 300 Presidential Way 300 Presidential Way, Woburn, MA 01801 ~4.51 miles north of Winchester
  • Pets Allowed: We are pet friendly and there is a one time fee of $100 per pet.
  • Midscale Suburban property
Extended Stay America Boston / Burlington in Burlington 40 South Ave., Burlington, MA 01803 ~4.55 miles west of Winchester
  • Pets Policy: one animal $25 per day up to $200 max.
  • Low Cost Suburban hotel
  • Bathroom needs cleaning
  • Service is relatively professional
Candlewood Suites 130 Middlesex Turnpike, Burlington, MA 01803 ~4.78 miles west of Winchester
  • Pets Allowed Policy: Pets allowed with a one time $75 non-refundable pet fee for clean up
  • Cheap Suburban hotel
  • Most guests said the reception staff was great
  • Excellent location;
Sheraton Commander Hotel 16 Garden St., Cambridge, MA 02138 ~5.33 miles south of Winchester
  • Animals Policy: small pets are welcome
  • 4-star Downtown property
  • Excellent city hotel
  • Most guests thought rooms were spacious
From$239
Very Good 4.0 /5Read Reviews Call
The Charles Hotel : 1 Bennett St. 1 Bennett St., Cambridge, MA 02138 ~5.79 miles south of Winchester
  • Pets/Animals Allowed
  • Expensive Downtown property
  • Management should be more attentive
  • Parking should be cheaper
From$199
Very Good 4.5 /5Latest Reviews Call
Red Roof Inn Logan Saugus in Saugus 920 Broadway, Saugus, MA 01906 ~5.86 miles east of Winchester
  • Pet Policy: 1 pet allowed under 80 lbs. No charge. Pet must not be left alone in room and must be crated.
  • Inexpensive Highway hotel
  • Average beds
  • Good internet service
Aloft Lexington in Lexington 727 Marrett Rd. A, Lexington, MA 02421 ~6.30 miles west of Winchester
  • Pet Friendly Policy: We welcome most pets. Limitations and restrictions apply. There is no additional charge for pets. Please contact hotel directly for details.
  • Three Star Suburban hotel
  • Housekeeping can be a problem
  • Poor bar food and egg sandwiches
From$99
Very Good 4.0 /5Reviews Call
Homewood Suites Billerica 35 Middlesex Turnpike, Billerica, MA 01821 ~6.31 miles northwest of Winchester
  • Animals Policy: Non-Refundable Pet Deposit
  • 3 star Suburban property
Residence Inn Boston Logan Airport / Chelsea 200 Maple St., Chelsea, MA 02150 ~6.41 miles southeast of Winchester
  • Pets Allowed Policy: $100.00 one time fee.
  • Midscale Downtown hotel
Element Lexington - Lexington B 727 Marrett Rd., Lexington, MA 02421 ~6.42 miles west of Winchester
  • Pet-friendly Policy: We welcome most pets. Limitations and restrictions apply. There is no additional charge for pets.
  • Affordable Suburban hotel
  • Most guests thought they were poorly maintained
  • Professional service
From$105
Very Good 4.0 /5Reviews Call
Residence Inn by Marriott Boston / Watertown 570 Arsenal St., Watertown, MA 02472 ~6.45 miles south of Winchester
  • Animals Policy: $150, non-refundable deposit, per reservation for all pets lodging within our hotel.
  • Midscale Suburban hotel
From$99
Very Good 4.5 /5Reviews Call
Le Meridien Cambridge Mit : 20 Sidney St. 20 Sidney St., Cambridge, MA 02139 ~6.70 miles south of Winchester
  • Pet Policy: Our hotel welcomes dogs up to 70 pounds. With easy access to walking paths along the Charles River and a warm, pet-friendly atmosphere in Boston and at the hotel, your furry friend will feel right at home.We do ask that animals are on a leash or in their owners’ control at all times while in the public areas.Please note there is a $150 refundable deposit upon check-in. We will inspect the room at check out and assess costs if necessary.
  • Four star Suburban hotel
  • Sufficient wellness & sports facilities
  • Most guests complained about the elevator
From$119
Very Good 4.0 /5Guest Reviews Call
Residence Inn Boston Harbor on Tudor Wharf : 34 44 Charles River Ave.
+1-800-230-4134
34 44 Charles River Ave., Boston, MA 02129 ~7.07 miles southeast of Winchester
  • Pet Policy: Pet Friendly, pet fee of $100 charged per stay
  • Affordable Oceanfront hotel
  • Good restaurants & bars in the area
  • Great mood
From$169
Very Good 4.5 /5Hotel Reviews Call
Hyatt Regency Cambridge in Cambridge 575 Memorial Dr., Cambridge, MA 02139 ~7.21 miles south of Winchester
  • Pets Allowed Policy: Pet friendly, $50 per pet for under 50 pounds each
  • 4 star Downtown property
  • Internet is average
  • Rooms in need of an update
From$189
Very Good 4.0 /5Recent Reviews Call
The Liberty Hotel in Boston 215 Charles St., Boston, MA 02114 ~7.31 miles southeast of Winchester
  • Pet-friendly Policy: We allow pets, dedicated floors for pets. Fee of $150.00
  • Luxury Five Star Downtown hotel
From$229
Very Good 4.5 /5Read Reviews Call
The Boxer Hotel 107 Merrimac St., Boston, MA 02114 ~7.39 miles southeast of Winchester
  • Pet-friendly Policy: We are delighted to welcome pets!
  • Four star Downtown property
  • Most guests thought it was a great value
  • Most guests thought they were poorly maintained
From$100
Very Good 4.5 /5Review Score Call
Wyndham Boston Beacon Hill 5 Blossom St., Boston, MA 02114 ~7.40 miles southeast of Winchester
  • Animals Policy: Pet Friendly
  • High-end Downtown hotel
Towneplace Suites Boston Logan Airport / Chelsea 30 Eastern Ave., Chelsea, MA 02150 ~7.42 miles southeast of Winchester
  • Pets Allowed Policy: $100 one time non refundable cleaning fee.
  • Midscale Airport hotel
Extended Stay America Waltham 52 4th Ave - Waltham 52 4th Ave., Waltham, MA 02451 ~7.50 miles southwest of Winchester
  • Pets Allowed Policy: $25.00 per day, max $150.00 plus tax
  • Two star Highway hotel
  • A lot of restaurants outside
  • For 69%, the dining experience was not enjoyable
Westin Waltham Boston 70 3rd Ave., Waltham, MA 02451 ~7.52 miles southwest of Winchester
  • Pets Allowed Policy: A deposit is required. There is a weight limit of 80 pounds (40 pounds at Westin). Pet owners will be responsible for their pets and for any excessive damage they may cause. You will be required to sign a pet waiver upon check in.
  • High end Suburban hotel
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