Boston Winter Pond Hotels: 2026 Limited-Time Hotel Deals @Expedia

A frozen river with a bridge in the background.

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Our top choices for Winter Pond hotels

A modern lounge area with a glass wall, a central fire feature, and seating arrangements.

An outdoor seating area with modern furniture and a fire feature.

A modern lobby with a central seating area, a reception desk, and a unique wall display.

A modern hotel with a swimming pool, multiple balconies, and a glass facade.

1. Hilton Boston/Woburn

4.9 km from Winter Pond

Shawna

HK$1,280

HK$1,430 total

includes taxes & fees

4 Oct - 5 Oct

A modern dining area with brick walls, wooden ceiling, and large windows.

A pool table in a modern bar area with a brick wall and wooden ceiling.

A spacious lobby with a mix of seating areas, a fireplace, and large windows providing natural light.

2. Archer Hotel Boston/Burlington

6.9 km from Winter Pond

Ryan

HK$1,530

HK$1,708 total

includes taxes & fees

27 Sept - 28 Sept

A modern restaurant with a central counter, multiple dining tables, and chairs.

An indoor swimming pool with a tiled ceiling, lounge chairs, and a view of the outdoors.

A modern hotel lobby with a seating area featuring blue upholstered sofas, a coffee table with a vase of flowers, and a large flat-screen TV mounted on a dark wall.

A modern hotel entrance with a covered walkway, a glass facade, and a landscaped area with shrubs and trees.

3. Best Western Plus New Englander

3.7 km from Winter Pond

Richard

HK$1,097

HK$1,226 total

includes taxes & fees

27 Sept - 28 Sept

A modern hotel with a covered entrance, multiple floors, and a landscaped area in front.

A modern building with large windows, outdoor seating, and a well-maintained garden.

A modern kitchen with a bar area, bar stools, pendant lighting, and a large TV.

A modern kitchen with a central island, bar seating, and a variety of food items displayed.

4. Hampton Inn Boston Woburn

5.2 km from Winter Pond

Pamela

HK$1,177

HK$1,315 total

includes taxes & fees

4 Oct - 5 Oct

A spacious kitchen with a long counter, bar stools, and modern pendant lighting.

An outdoor patio area with a stone fire pit, wicker furniture, and a pergola.

A modern hotel room with a grey sofa, a dining table with chairs, a black and white patterned carpet, and a TV.

A modern hotel with a prominent 'HYATT house' sign, a covered entrance, and well-maintained landscaping.

5. HYATT house Boston/Burlington

4.6 km from Winter Pond

Stephen

HK$1,263

HK$1,410 total

includes taxes & fees

25 Oct - 26 Oct

A swimming pool with a view of a fitness center, large windows, and a tiled floor.

A hotel room with a bed, desk, chair, table, and kitchenette.

An outdoor patio with tables and chairs, umbrellas, and a sofa.

A hotel room with a fireplace, a sofa, a dining table with chairs, a TV mounted on the wall, and a view of the outdoors.

6. Residence Inn by Marriott Boston Woburn

7.1 km from Winter Pond

Donald

HK$1,545

HK$1,726 total

includes taxes & fees

1 Oct - 2 Oct

A hotel lobby with a staircase, seating area, and patterned carpet.

A hotel lobby with a patterned carpet, seating area with armchairs and sofas, a staircase, and a cityscape painting on the wall.

A modern bar area with a large TV, a fireplace, and a patterned carpet.

A bar area with a tiled backsplash, a glass shelf displaying various bottles, and a seating area with chairs and a table.

7. Courtyard by Marriott Woburn/Boston North

4.4 km from Winter Pond

Michael T.

HK$1,334

HK$1,490 total

includes taxes & fees

4 Oct - 5 Oct

An outdoor patio with round tables and chairs, surrounded by green umbrellas.

A hotel lobby with a reception desk, a fruit basket, a clock, and a bulletin board.

A dining area with a fireplace, a sofa, and a TV mounted on the wall.

A pathway leading to a stone bench surrounded by trees with yellow leaves. A sign requests the use of the sidewalk for access to Charles River.

8. Crescent Suites Hotel

12.9 km from Winter Pond

Mark

HK$1,263

HK$1,411 total

includes taxes & fees

25 Oct - 26 Oct

A modern living room with a sofa, a dining table, and chairs. There is a kitchen area with cabinets and a microwave.

A hotel room with a bed, a sofa, a small table, a TV, and a window with curtains.

A multi-story hotel with a brick facade and a sign for 'Sonesta Simply Suites'.

A modern kitchen with dark cabinets, a black refrigerator, a microwave, and a coffee maker. There is a light-colored dining table with two chairs.

9. Sonesta Simply Suites Boston Burlington

6.6 km from Winter Pond

Manuel

HK$1,051

HK$1,174 total

includes taxes & fees

20 Oct - 21 Oct

A modern bedroom with a large bed, a nightstand, a lamp, a potted plant, and a view of a cityscape at night.

A hotel room with a large city view, a round dining table, and a sofa.

A modern hotel room with a large window offering a city view, a flat-screen TV, a sofa, a coffee table, and a decorative painting.

A grand hotel with a prominent marquee, a large staircase, and well-maintained gardens.

10. Encore Boston Harbor

9.6 km from Winter Pond

Jermaine

HK$2,465

HK$2,753 total

includes taxes & fees

25 Oct - 26 Oct

An outdoor patio area with a sofa set, a dining table, and a large umbrella.

A modern bar area with a long counter, multiple stools, and a variety of bottles and glasses.

A modern reception area with a curved desk, seating, and a large mirror wall.

An outdoor patio with tables and chairs, umbrellas, and potted plants.

11. Boston Marriott Burlington

5.1 km from Winter Pond

Tali

HK$1,372

HK$1,533 total

includes taxes & fees

27 Sept - 28 Sept

A modern hotel lobby with a large sofa, ottomans, a fireplace, and a TV mounted on the wall.

A hotel room with a flat-screen TV, a wooden desk, a sofa, a chair, and a small ottoman.

A modern outdoor patio with a wooden table, chairs, a grill, and a pergola.

A modern hotel with a central courtyard, multiple floors, and a flagpole.

12. Homewood Suites by Hilton Boston Woburn

5.2 km from Winter Pond

Melissa

HK$1,357

HK$1,516 total

includes taxes & fees

4 Oct - 5 Oct

A modern indoor seating area with grey upholstered chairs, a central plant, and pendant lighting.

A landscaped garden with neatly trimmed hedges, a central circular flower bed, and a brick building with a distinctive roof in the background.

A spacious lobby with red leather chairs, a central coffee table, and a fireplace.

An outdoor patio with glass walls, outdoor seating, and green umbrellas.

13. Four Points by Sheraton Wakefield Boston Htl&Conference Cntr

11.1 km from Winter Pond

Kimberly

HK$1,263

HK$1,411 total

includes taxes & fees

28 Sept - 29 Sept

A modern kitchen with stainless steel appliances, wooden cabinets, and a white countertop.

A Keurig coffee machine with a coffee pod holder and a tray with coffee cups.

A kitchenette with a microwave, coffee machine, and trash bin.

14. Holiday Inn Express Boston North-Woburn by IHG

5.4 km from Winter Pond

Greg

HK$1,073

HK$1,199 total

includes taxes & fees

27 Sept - 28 Sept

A hotel entrance with a glass door, illuminated pillars, and a paved walkway.

A bar with multiple screens displaying sports events, a variety of bottles, and a seating area with tables and chairs.

A banquet hall with round tables, clear chairs, and floral centerpieces.

A buffet area with various food options, including fruits, vegetables, and prepared dishes.

15. Crowne Plaza Boston - Woburn by IHG

4.4 km from Winter Pond

Brendan C

HK$1,310

HK$1,463 total

includes taxes & fees

4 Oct - 5 Oct

A modern kitchen with a large island, bar stools, and a dining table.

A multi-story hotel with a brick facade, multiple windows, and a visible entrance.

A spacious living area with a wooden coffee table, a sofa, and a dining table with chairs.

An outdoor patio area with seating arrangements, a pergola, and a fire pit.

16. Residence Inn by Marriott Boston Burlington

5.7 km from Winter Pond

Sarah

HK$1,725

HK$1,927 total

includes taxes & fees

4 Oct - 5 Oct

A modern lounge area with a red sofa, bookshelves, a fireplace, and a bar area.

A restaurant with large windows, interior lighting, and seating arrangements.

A vending machine stocked with beverages in a wooden interior setting.

17. Cambria Hotel Boston Somerville

9 km from Winter Pond

Mary

HK$1,793

HK$2,003 total

includes taxes & fees

4 Oct - 5 Oct

A hotel room with a desk, chair, bed, and a sofa.

A modern dining area with tables and chairs, a kitchen counter, and a sign that reads "Delight in the day".

A gym with treadmills, elliptical machines, and weightlifting equipment.

A reception area with a wooden reception desk, a green rug, and two orange chairs.

18. Spark by Hilton Woburn Boston

3.8 km from Winter Pond

Kye

HK$1,215

HK$1,358 total

includes taxes & fees

25 Oct - 26 Oct

A Staybridge Suites hotel with a stone facade, multiple windows, and a covered entrance area.

A modern hotel room with a kitchen area, bar stools, a dining table, and a green armchair.

19. Staybridge Suites Boston - Burlington by IHG

5.3 km from Winter Pond

hawa

HK$1,333

HK$1,489 total

includes taxes & fees

25 Oct - 26 Oct

A modern living room with a fireplace, seating area, and large windows.

A hotel room with a bed, a desk with a TV, a large window with curtains, and a city view.

A multi-story hotel with a modern design, featuring a prominent 'Hampton Inn' sign, a 'Buffalo Wild Wings' restaurant, and a 'Premier Dental' clinic.

A modern hotel lobby with round tables, comfortable seating, large windows, and a view of the city.

20. Hampton Inn & Suites Watertown Boston

10.6 km from Winter Pond

Jose

HK$1,660

HK$1,854 total

includes taxes & fees

25 Oct - 26 Oct

View all properties

Compare popular hotels close to Winter Pond

Property	Property class	Guest rating
Hilton Boston/Woburn	8.6 Excellent 1,479 reviews	View
Archer Hotel Boston/Burlington	9.8 Exceptional 1,001 reviews	View
Best Western Plus New Englander	8.6 Excellent 1,133 reviews	View
Hampton Inn Boston Woburn	9.0 Wonderful 1,508 reviews	View
HYATT house Boston/Burlington	9.2 Wonderful 1,003 reviews	View

Top Winter Pond Hotel Reviews

Best Western Plus New Englander

10/10 Excellent

"Well maintained facilities. Good location. Polite staff. Good breakfast."

Hilton Boston/Woburn

8/10 Good

"Clean room, excellent staff and fast check in and granted us a late checkout"

Red Roof Inn PLUS+ Boston - Woburn/ Burlington

10/10 Excellent

"Good"

Staybridge Suites Boston - Burlington by IHG

10/10 Excellent

"Great breakfast and comfy bed"

Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.

10/10 Excellent

"Easy walk to the heart of Medford. Right where we needed to be. Quiet neighborhood. Easy walk to the Fells park and good food. Enjoyed our stay, and will stay again if available."

Train to Boston! Cozy Apartment in Winchester

10/10 Excellent

"Nice Appartement!Bus round the corner, very quiet!"

Sleep up to 4 Guest New Apt. 10 mins to Boston Easy to I-93

10/10 Excellent

"If a windowless, serene, basement bachelor pad with washer/dryer, easy parking and quick access to I93 sounds good, you’ll love this place. I lived in it for four months and it was perfect for my needs. "

Other attractions near Winter Pond

A calm lake surrounded by autumn foliage and a distant shoreline with houses.

Horn Pond

8.2/10 (146 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.

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A silhouette of a person on a bicycle against a sunset.

Middlesex Fells Reservation

8.6/10 (14 reviews)

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

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Griffin Photography Museum

Enjoy an outing to Griffin Photography Museum during your stay in Winchester. While you're in the area, wander around the natural setting.

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Woburn Public Library

Woburn Public Library is just one of the places to see in Woburn, so why not enjoy the other things to explore during your travels? Visit the shops and lively bars in this family-friendly area.

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Burlington Ice Palace

8.4/10 (75 reviews)

Catch an event at Burlington Ice Palace during your trip to Burlington. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

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Old Schwamb Mill

9.4/10 (3 reviews)

Learn about the local history of Arlington with a stop at Old Schwamb Mill. Amble around this vibrant area's riverfront or experience its fascinating museums.

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Mary Cummings Park

After visiting Mary Cummings Park, make a plan to see the other sights and activities in Burlington. Visit the shops and top-notch restaurants in this family-friendly area.

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Cyrus Dallin Art Museum

9.4/10 (3 reviews)

You can study the exhibits at Cyrus Dallin Art Museum, a museum with a storied past, during your holiday in Arlington. Discover the top-notch restaurants and fascinating museums in this vibrant area.

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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 264 hotels and other accommodations within a few miles for a convenient home base.

What's the best hotel to stay close to Winter Pond?

Spark by Hilton Woburn Boston is one of the top choices for your stay based on our traveller data, and this hotel offers free breakfast and free parking. It's located 2.3 mi (3.8 km) from Winter Pond. Other good choices within a few miles include Best Western Plus New Englander and Crowne Plaza Boston - Woburn by IHG.

How many hotels can I expect to find close to Winter Pond?

Expedia has 264 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?

Munroe Tavern, Cyrus Dallin Art Museum and National Heritage Museum feature a variety of fascinating exhibits to see while you're in town. Sights like Tufts University, The Russell House and Old Ship Street Historic District are must-sees while exploring the area. You can catch a show at Somerville Theatre, Chevalier Theater and Regent Theatre.

Boston Winter Pond Hotels

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Winter Pond hotels

1. Hilton Boston/Woburn

2. Archer Hotel Boston/Burlington

3. Best Western Plus New Englander

4. Hampton Inn Boston Woburn

5. HYATT house Boston/Burlington

6. Residence Inn by Marriott Boston Woburn

7. Courtyard by Marriott Woburn/Boston North

8. Crescent Suites Hotel

9. Sonesta Simply Suites Boston Burlington

10. Encore Boston Harbor

11. Boston Marriott Burlington

12. Homewood Suites by Hilton Boston Woburn

13. Four Points by Sheraton Wakefield Boston Htl&Conference Cntr

14. Holiday Inn Express Boston North-Woburn by IHG

15. Crowne Plaza Boston - Woburn by IHG

16. Residence Inn by Marriott Boston Burlington

17. Cambria Hotel Boston Somerville

18. Spark by Hilton Woburn Boston

19. Staybridge Suites Boston - Burlington by IHG

20. Hampton Inn & Suites Watertown Boston

Compare popular hotels close to Winter Pond

Top Winter Pond Hotel Reviews

Best Western Plus New Englander

Hilton Boston/Woburn

Red Roof Inn PLUS+ Boston - Woburn/ Burlington

Staybridge Suites Boston - Burlington by IHG

Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.

Train to Boston! Cozy Apartment in Winchester

Sleep up to 4 Guest New Apt. 10 mins to Boston Easy to I-93

Other attractions near Winter Pond

Horn Pond

Middlesex Fells Reservation

Griffin Photography Museum

Woburn Public Library

Burlington Ice Palace

Old Schwamb Mill

Mary Cummings Park

Cyrus Dallin Art Museum

Frequently asked questions