Boston Hotel Guide - Winter Pond hotels in Boston, United States of America.

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
26 Dec - 27 Dec
Tomorrow
27 Dec - 28 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Winter Pond hotels

Lobby
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, (1000)
"Beautiful "
United States
Mary Catherine
Archer Hotel Boston/Burlington
Desk, laptop workspace, iron/ironing board, free WiFi
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, (201)
"It is great service and delicious breakfast. "
United States
Mahender
The price is €110
includes taxes & fees
28 Dec - 29 Dec
Staybridge Suites Boston - Burlington by IHG
Italian cuisine
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, (1001)
"Great room, wonderful staff, convenient "
United States
Sarah
The price is €129
includes taxes & fees
3 Jan - 4 Jan 2026
Cambria Hotel Boston Somerville
Exterior
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 €128
includes taxes & fees
23 Jan - 24 Jan 2026
Residence Inn by Marriott Boston Burlington
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 €322
includes taxes & fees
1 Jan - 2 Jan 2026
The Inn at Hastings Park, Relais & Chateaux - Boston
Apartment, 2 Bedrooms
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, (3474)
"Very nice Hotel."
United States
Roody
The price is €215
includes taxes & fees
25 Jan - 26 Jan 2026
Encore Boston Harbor
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 €112
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel 1868
Interior
Lark Hotels 907 Main

Lark Hotels 907 Main

Lark Hotels 907 Main
2.0 star property
11.3 km from Winter Pond
9.6 out of 10, Exceptional, (7)
"Great rooms, staff, and restaurants in an excellent location."
United States
Wilbert
The price is €111
includes taxes & fees
4 Jan - 5 Jan 2026
Lark Hotels 907 Main
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, (1356)
"Very good room and great breakfast!"
United States
Rodrigo
The price is €104
includes taxes & fees
3 Jan - 4 Jan 2026
Hampton Inn Boston Woburn
Front of property – evening/night
Porter Square Hotel

Porter Square Hotel

Porter Square Hotel
3.0 star property
8 km from Winter Pond
9.2 out of 10, Wonderful, (1002)
"Room is perfect and girls at the front desk are super sweet & helpful!"
Canada
Leah
The price is €105
includes taxes & fees
28 Dec - 29 Dec
Porter Square Hotel
Lobby
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, (1001)
"The room was very spacious and clean, the breakfast was very nice. "
United States
Kata Berta
The price is €100
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Watertown Boston
Exterior
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, (1001)
"Great place to stay"
United States
Alfredo
The price is €153
includes taxes & fees
4 Jan - 5 Jan 2026
The Row Hotel at Assembly Row, Autograph Collection
Courtyard
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, (1000)
"Always a great stay."
United States
Gregory
The price is €132
includes taxes & fees
1 Jan - 2 Jan 2026
HYATT house Boston/Burlington
Terrace/patio
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, (1001)
"Great place to stay"
United States
david
The price is €118
includes taxes & fees
28 Dec - 29 Dec
Residence Inn by Marriott Boston Woburn
Lobby lounge
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, (497)
"Our second stay there, love it"
United States
Steve
The price is €262
includes taxes & fees
25 Jan - 26 Jan 2026
The Whitney Hotel
Front of property
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, (1000)
"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 €339
includes taxes & fees
24 Jan - 25 Jan 2026
The Charles Hotel
Exterior
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, (409)
"Great location, breakfast and clean"
United States
Lauren
The price is €118
includes taxes & fees
28 Dec - 29 Dec
TownePlace Suites by Marriott Boston Medford
Front of property – evening/night
Sonesta Simply Suites Boston Burlington

Sonesta Simply Suites Boston Burlington

Sonesta Simply Suites Boston Burlington
2.0 star property
6.6 km from Winter Pond
9.0 out of 10, Wonderful, (148)
"Nice room good staff "
United States
scott
The price is €79
includes taxes & fees
2 Jan - 3 Jan 2026
Sonesta Simply Suites Boston Burlington
Exterior
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, (1004)
"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 €93
includes taxes & fees
9 Jan - 10 Jan 2026
Hampton Inn Boston Bedford Burlington
Terrace/patio
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 €120
includes taxes & fees
3 Jan - 4 Jan 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.
View all properties

Top Winter Pond Hotel Reviews

Crowne Plaza Boston - Woburn by IHG

Crowne Plaza Boston - Woburn by IHG

10/10 Excellent
"Everything was great, easy check-in, easy checkout room was clean. The pool was great for my grandkids to visit. The staff was extremely friendly. I would definitely stay here again."
Christine 4-night trip
Posted 17 hours ago
Crowne Plaza Boston - Woburn by IHG

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 galleries 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.
What's the best hotel to stay close to Winter Pond?
Best Western Plus New Englander is one of the top choices for your stay based on our traveller 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 can I expect to find close to Winter Pond?
Expedia has 268 hotels and other accommodation options 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, most hotel room reservations are fully refundable if cancelled before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a non-refundable reservation, it may still be possible to cancel it and get a refund within 24 hours of your booking. Plug in your dates, click on "Search", then use the "fully refundable" filter to view top deals close to 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.