Hotels near Winter Pond

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Check prices for these dates

Tonight
Dec 19 - Dec 20
Tomorrow
Dec 20 - Dec 21
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

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Our top choices for Winter Pond hotels

Terrace/patio
Archer Hotel Boston/Burlington

Archer Hotel Boston/Burlington

Archer Hotel Boston/Burlington
4.0 star property
6.9 km from Winter Pond
9.8 out of 10, Exceptional, (1001)
"Beautiful king room Great atmosphere and vibes Super clean Alot to do nearby Bar was fun and affordable Best weekend ever"
United States
Habib
Archer Hotel Boston/Burlington
Exterior
Staybridge Suites Boston - Burlington by IHG

Staybridge Suites Boston - Burlington by IHG

Staybridge Suites Boston - Burlington by IHG
3.0 star property
5.3 km from Winter Pond
9.4 out of 10, Exceptional, (190)
"Very clean and accommodating- great stay!"
United States
Pamela
The price is P6,794
P7,589 total
includes taxes & fees
Dec 21 - Dec 22
Staybridge Suites Boston - Burlington by IHG
Lobby
Cambria Hotel Boston Somerville

Cambria Hotel Boston Somerville

Cambria Hotel Boston Somerville
3.0 star property
9 km from Winter Pond
9.6 out of 10, Exceptional, (1007)
"Great room, wonderful staff, convenient "
United States
Sarah
The price is P7,375
P8,238 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Cambria Hotel Boston Somerville
Lobby
Residence Inn by Marriott Boston Burlington

Residence Inn by Marriott Boston Burlington

Residence Inn by Marriott Boston Burlington
3.0 star property
5.7 km from Winter Pond
9.4 out of 10, Exceptional, (1000)
"Clean room, Warm pool, very friendly staff, and good breakfast!"
United States
Mae-Ja
The price is P7,907
P8,832 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Residence Inn by Marriott Boston Burlington
Premium bedding, down comforters, pillowtop beds, minibar
Encore Boston Harbor

Encore Boston Harbor

Encore Boston Harbor
5.0 star property
9.8 km from Winter Pond
9.6 out of 10, Exceptional, (3462)
"Wonderful stay "
United States
Hosni
The price is P12,906
P14,416 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Encore Boston Harbor
Reception
The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston
4.0 star property
7.1 km from Winter Pond
9.6 out of 10, Exceptional, (248)
"Beautiful property! Room was excellent. Great amenities and free continental breakfast brought to our room."
United States
karen
The price is P18,392
P22,306 total
includes taxes & fees
Dec 30 - Dec 31
The Inn at Hastings Park, Relais & Chateaux - Boston
Reception
Hotel 1868

Hotel 1868

Hotel 1868
3.5 star property
8.1 km from Winter Pond
9.4 out of 10, Exceptional, (1000)
"Great stay overall "
United States
Elisabet
The price is P6,676
P7,741 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Hotel 1868
Terrace/patio
Hampton Inn Boston Woburn

Hampton Inn Boston Woburn

Hampton Inn Boston Woburn
2.5 star property
5.2 km from Winter Pond
9.0 out of 10, Wonderful, (1350)
"Very good room and great breakfast!"
United States
Rodrigo
The price is P6,436
P7,189 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Hampton Inn Boston Woburn
Exterior
Hampton Inn & Suites Watertown Boston

Hampton Inn & Suites Watertown Boston

Hampton Inn & Suites Watertown Boston
2.5 star property
10.6 km from Winter Pond
9.4 out of 10, Exceptional, (1014)
"The room was very spacious and clean, the breakfast was very nice. "
United States
Kata Berta
The price is P6,676
P7,457 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn & Suites Watertown Boston
Lobby
The Row Hotel at Assembly Row, Autograph Collection

The Row Hotel at Assembly Row, Autograph Collection

The Row Hotel at Assembly Row, Autograph Collection
4.0 star property
9.2 km from Winter Pond
9.4 out of 10, Exceptional, (1000)
"Great place to stay"
United States
Alfredo
The price is P8,165
P10,584 total
includes taxes & fees
Jan 2 - Jan 3, 2026
The Row Hotel at Assembly Row, Autograph Collection
Exterior
HYATT house Boston/Burlington

HYATT house Boston/Burlington

HYATT house Boston/Burlington
3.0 star property
4.7 km from Winter Pond
9.0 out of 10, Wonderful, (1003)
"Always a great stay."
United States
Gregory
The price is P8,200
P9,159 total
includes taxes & fees
Dec 28 - Dec 29
HYATT house Boston/Burlington
3 restaurants, breakfast, lunch, dinner served; American cuisine
The Charles Hotel

The Charles Hotel

The Charles Hotel
4.0 star property
9.8 km from Winter Pond
9.4 out of 10, Exceptional, (1002)
"We love the Charles Hotel. From its helpful and friendly staff, spotless and well appointed rooms, and excellent on-site restaurants. It is the perfect place for a winter getaway. "
United States
William
The price is P20,163
P23,379 total
includes taxes & fees
Jan 19 - Jan 20, 2026
The Charles Hotel
Terrace/patio
The Whitney Hotel

The Whitney Hotel

The Whitney Hotel
4.0 star property
12.6 km from Winter Pond
9.6 out of 10, Exceptional, (494)
"Perfect location, great comfortable hotel "
United Kingdom
Anonymous traveler
The price is P15,550
P18,108 total
includes taxes & fees
Jan 11 - Jan 12, 2026
The Whitney Hotel
Indoor pool
Residence Inn by Marriott Boston Woburn

Residence Inn by Marriott Boston Woburn

Residence Inn by Marriott Boston Woburn
3.0 star property
7.1 km from Winter Pond
9.2 out of 10, Wonderful, (1003)
"Great place to stay"
United States
david
The price is P7,263
P8,112 total
includes taxes & fees
Dec 22 - Dec 23
Residence Inn by Marriott Boston Woburn
Restaurant
Porter Square Hotel

Porter Square Hotel

Porter Square Hotel
3.0 star property
8 km from Winter Pond
9.2 out of 10, Wonderful, (1000)
"Room is perfect and girls at the front desk are super sweet & helpful!"
Canada
Leah
The price is P7,143
P8,282 total
includes taxes & fees
Dec 28 - Dec 29
Porter Square Hotel
Lounge
TownePlace Suites by Marriott Boston Medford

TownePlace Suites by Marriott Boston Medford

TownePlace Suites by Marriott Boston Medford
3.0 star property
8.4 km from Winter Pond
9.2 out of 10, Wonderful, (405)
"The room was clean and the staff was professional ."
United States
Gary
The price is P7,169
P8,008 total
includes taxes & fees
Dec 24 - Dec 25
TownePlace Suites by Marriott Boston Medford
Lobby
Hampton Inn Boston Bedford Burlington

Hampton Inn Boston Bedford Burlington

Hampton Inn Boston Bedford Burlington
2.5 star property
9.2 km from Winter Pond
9.2 out of 10, Wonderful, (1015)
"great breakfast, helpful staff, beds a little soft for me, but my dad loved them- super convenient, will stay again!"
United States
denise
The price is P5,715
P6,384 total
includes taxes & fees
Dec 26 - Dec 27
Hampton Inn Boston Bedford Burlington
Lobby
citizenM Boston North Station

citizenM Boston North Station

citizenM Boston North Station
4.0 star property
12.6 km from Winter Pond
9.4 out of 10, Exceptional, (4167)
"very clean and overall good hotel"
United States
Kali
The price is P5,924
P6,899 total
includes taxes & fees
Dec 25 - Dec 26
citizenM Boston North Station
Lobby
Hampton Inn & Suites Boston/Waltham

Hampton Inn & Suites Boston/Waltham

Hampton Inn & Suites Boston/Waltham
2.5 star property
11.9 km from Winter Pond
9.4 out of 10, Exceptional, (1582)
"Clean room and friendly staff."
United States
Junghoon
The price is P5,715
P6,384 total
includes taxes & fees
Dec 25 - Dec 26
Hampton Inn & Suites Boston/Waltham
Lobby
Homewood Suites by Hilton Boston Woburn

Homewood Suites by Hilton Boston Woburn

Homewood Suites by Hilton Boston Woburn
3.0 star property
5.2 km from Winter Pond
9.0 out of 10, Wonderful, (506)
"great stay"
United States
pamela
The price is P7,396
P8,262 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Homewood Suites by Hilton Boston Woburn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winter Pond Hotel Reviews

Hilton Boston/Woburn

Hilton Boston/Woburn

10/10 Excellent
"Nice place, has a lot to do "
Daniel 1-night trip
Posted 2 days ago
Hilton Boston/Woburn

Hotels near other Winter Pond attractions

Picture of the Horn Pond in Woburn, Massachusetts in the early autumn

Horn Pond

4.1/5 (45 reviews)
Commune with nature and explore the great outdoors at Horn Pond during your travels in Woburn. Experience the acclaimed art scene or attend a sporting event in this vibrant area.
See properties
Silhouette Of Mountain Biker In Middlesex Fells Reservation, Massachusetts, Usa

Middlesex Fells Reservation

You can take time to visit Middlesex Fells Reservation during your travels to Boston.
See properties

Frequently asked questions

What's the area like around Winter Pond?
Winter Pond is located in a vibrant area of Winchester known for its stunning architecture and interesting historical sites. You'll find 268 hotels and other accommodations within a few miles for a convenient home base.
Where is the best place to stay close to Winter Pond?
Best Western Plus New Englander is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and a restaurant. It's located 2.3 mi (3.7 km) from Winter Pond. Other good choices within a few miles include Spark by Hilton Woburn Boston and Crowne Plaza Boston - Woburn by IHG.
How many hotels will I be able to find close to Winter Pond?
Expedia has 268 hotels and other accommodations a few miles from Winter Pond.
If I need to cancel the hotel reservation for my stay near Winter Pond, will I receive a refund?
Yes, the majority of hotel room reservations are fully refundable if you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, it may still be possible to cancel it and receive a refund within a 24-hour period of your booking. Enter dates in and click on "Search", then you can use the "fully refundable" filter to get the top deals on offer near Winter Pond.
What can I see and do near Winter Pond?
Cyrus Dallin Art Museum, Munroe Tavern, and National Heritage Museum feature a variety of fascinating exhibits to see while you're in town. Sights like Tufts University, Lexington Battle Green, and Old Ship Street Historic District are must-sees while exploring the area. You can enjoy live performances at Somerville Theatre and Arlington Friends of the Drama.