The Best Hotels Closest to Winter Pond in Boston - 2026 Updated Prices

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Our top choices for Winter Pond hotels

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

A hotel lobby with a patterned carpet, a chandelier, and a seating area with blue upholstered chairs.

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

1. Archer Hotel Boston/Burlington

6.9 km from Winter Pond

Ryan

฿6,511

฿7,273 total

includes taxes & fees

27 Sept - 28 Sept

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

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.

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

2. Hilton Boston/Woburn

4.9 km from Winter Pond

Shawna

฿5,448

฿6,086 total

includes taxes & fees

4 Oct - 5 Oct

A spacious lobby with a reception desk, seating area, and a staircase leading to an upper level.

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

A breakfast buffet with various food items and a chalkboard menu.

A gym with a bench, dumbbells, and exercise balls.

3. Hampton Inn Boston Bedford Burlington

9.2 km from Winter Pond

Natalie

฿5,448

฿6,086 total

includes taxes & fees

25 Oct - 26 Oct

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

A modern hotel room with a sectional sofa, armchairs, a flat-screen TV, and large windows with curtains.

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

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

4. Hampton Inn Boston Woburn

5.2 km from Winter Pond

Pamela

฿5,065

฿5,657 total

includes taxes & fees

4 Oct - 5 Oct

A spacious, elegantly designed dining area with high ceilings, chandeliers, and classic decor.

An outdoor cafe with tables and chairs, a stone facade, and flags.

A grand hall with ornate ceiling and large windows.

A modern living room with a sofa, armchair, and coffee table, a television, and a bookshelf.

5. The Langham, Boston

13.7 km from Winter Pond

Mark

฿22,870

฿26,632 total

includes taxes & fees

4 Oct - 5 Oct

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

A large hotel with a curved facade and the name "Encore" illuminated on the top.

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

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.

6. Encore Boston Harbor

9.6 km from Winter Pond

Jermaine

฿10,494

฿11,721 total

includes taxes & fees

25 Oct - 26 Oct

An outdoor dining area with string lights, umbrellas, and lush greenery.

A hotel room with a large bed, a desk with a lamp, a chair, and a wardrobe. There is a door leading to a bathroom and a window with curtains.

A white building with a porch and a sign that reads "The Inn at Hastings Park."

A room with a patterned wallpaper, a brown leather bench, a white table with a tray of food, and a window with curtains.

7. The Inn at Hastings Park, Relais & Chateaux - Boston

7.1 km from Winter Pond

Charles

฿16,911

฿19,891 total

includes taxes & fees

4 Oct - 5 Oct

A modern lobby with a sectional sofa, blue round tables, and a display of colorful items on shelves.

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

An indoor swimming pool with a no diving sign, a lifeguard chair, and a wheelchair-accessible lift.

A modern lounge area with seating, a bar, and a display of decorative items.

8. Hampton Inn & Suites Boston/Waltham

11.9 km from Winter Pond

Christopher

฿4,229

฿4,724 total

includes taxes & fees

4 Oct - 5 Oct

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

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

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

9. Boston Marriott Burlington

5.1 km from Winter Pond

Tali

฿5,309

฿5,930 total

includes taxes & fees

27 Sept - 28 Sept

A modern hotel lobby with a bar area, seating, and large windows.

A swimming pool with lounge chairs and a wall with a geometric pattern.

A modern interior with a 'market' sign, wooden cabinets, and refrigerated display cases.

A multi-story hotel with a modern design, featuring a prominent entrance with glass doors and a well-lit facade.

10. Residence Inn by Marriott Boston Watertown

10.5 km from Winter Pond

Elva

฿7,312

฿8,167 total

includes taxes & fees

27 Sept - 28 Sept

A modern indoor pool area with a large window, a woman in a swimsuit, and two lounge chairs.

A modern rooftop terrace with wicker furniture, a glass balustrade, and a view of historic buildings.

A modern hotel room with a curved seating area, a coffee table, and a view of the cityscape through large windows.

A hotel room with a large window offering a city view, a bed, a chair, and a small table with a tray.

11. Four Seasons Hotel One Dalton Street, Boston

13.6 km from Winter Pond

Masooda

฿24,539

฿28,576 total

includes taxes & fees

11 Oct - 12 Oct

A reception desk with a sign reading "Holiday Inn" and a decorative wall with a geometric pattern.

A hotel room with a large bed, a desk with a flat-screen TV, a chair, and a window with a view of greenery.

A modern kitchen with a microwave, coffee maker, and storage cabinets.

A beach with a clear sky, waves, and a distant shoreline with buildings.

12. Holiday Inn Boston Logan Airport - Chelsea by IHG

12.4 km from Winter Pond

Daniel

฿6,410

฿7,160 total

includes taxes & fees

26 Oct - 27 Oct

A high-rise hotel lobby with large windows, a chandelier, and seating areas.

A rooftop terrace with outdoor seating, ambient lighting, and a city view at dusk.

A hotel entrance with a glass door, potted plants, and a sign indicating the hotel name.

13. Raffles Boston

13.6 km from Winter Pond

Robinette

฿29,247

฿34,058 total

includes taxes & fees

4 Oct - 5 Oct

A modern café with a chilled beverage fridge, a frozen section, and a variety of snacks and drinks.

A Hilton Garden Inn with a symmetrical facade, large entrance, and a covered walkway.

A modern hotel reception area with two reception desks, a large flat-screen TV mounted on the wall, and a ceiling with recessed lighting and circular light fixtures.

A snack bar with various food items and a refrigerated section.

14. Hilton Garden Inn Boston/Waltham

11 km from Winter Pond

iram

฿4,512

฿5,040 total

includes taxes & fees

4 Oct - 5 Oct

A modern building with a covered walkway, large windows, and a brick facade.

An outdoor patio with tables and chairs, surrounded by planters and a view of a body of water.

A modern hotel room with a grey sofa, a small table, a framed abstract artwork, a bedside lamp, and a view of the city through the window.

A modern hotel lobby with round tables and chairs, recessed lighting, and decorative wall panels.

15. Holiday Inn Express Boston Logan Airport - Revere by IHG

14.2 km from Winter Pond

Jolie

฿7,178

฿8,018 total

includes taxes & fees

26 Oct - 27 Oct

A hotel room with two beds, a round table with chairs, a TV, and large windows with curtains.

A hotel lobby with a reception desk, plush seating, and a marble floor.

A bar area with a marble counter, bar stools, and shelves of liquor bottles.

A modern hotel room with a marble fireplace, a dining area with a round table and chairs, and a large window with curtains.

16. Iris Hotel Boston

13.2 km from Winter Pond

Allison

฿10,918

฿12,195 total

includes taxes & fees

28 Sept - 29 Sept

A restaurant with a long dining area, high ceilings, and exposed beams. Tables are set with glassware and centerpieces.

A couple walking on a sidewalk with a restaurant named "THE DAGNY" in the background.

A building with a sign reading "THE DAGNY" and a brick facade. There are two bicycles parked in front.

A library with leather sofas, bookshelves, and a large chandelier.

17. The Dagny Boston

13.7 km from Winter Pond

Carol

฿10,015

฿12,829 total

includes taxes & fees

25 Oct - 26 Oct

A modern living room with a sofa, a coffee table, and a bookshelf filled with books and decorative items.

A modern building with a glass facade, a sign for TD Garden, and a North Station sign.

A modern hotel room with a large bed, a TV on the wall, and a city view.

A rooftop terrace with a red bench, tables, chairs, and hanging lights.

18. citizenM Boston North Station

12.6 km from Winter Pond

Catanna

฿8,401

฿9,783 total

includes taxes & fees

4 Oct - 5 Oct

A fireplace with decorative vases, a dining table with food and drinks, and patterned ottomans.

A hotel room with a large window offering a city view, a television, a patterned armchair, a sofa, and a small table with a vase of flowers.

An indoor swimming pool with a skylight ceiling, seating area with cushions, and a 'No Diving' sign.

A woman seated in a chair reading a book in a room with a fireplace, wooden floor, and decorative wall panels.

19. Seaport Hotel Boston

15.1 km from Winter Pond

Erick

฿7,834

฿10,262 total

includes taxes & fees

25 Oct - 26 Oct

An outdoor dining area with tables and chairs, a statue, and a brick building with windows.

A spacious lobby with high ceilings, classical columns, and a chandelier. There are multiple seating areas with tables and chairs, and a bar area in the background.

A conference room with a long table, chairs, and chandeliers.

A modern restaurant with round tables and blue chairs, featuring a chandelier and a large abstract painting on the wall.

20. Sheraton Commander Hotel

9.2 km from Winter Pond

Elizabeth

฿11,323

฿13,129 total

includes taxes & fees

11 Oct - 12 Oct

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Compare popular hotels close to Winter Pond

Property	Property class	Guest rating
Archer Hotel Boston/Burlington	9.8 Exceptional 1,004 reviews	View
Hilton Boston/Woburn	8.6 Excellent 1,482 reviews	View
Hampton Inn Boston Bedford Burlington	9.2 Wonderful 1,005 reviews	View
Hampton Inn Boston Woburn	9.0 Wonderful 1,511 reviews	View
The Langham, Boston	9.8 Exceptional 1,004 reviews	View

Top Winter Pond Hotel Reviews

Hilton Garden Inn Boston-Burlington

10/10 Excellent

"I enjoyed having the indoor heated pool to myself, it was fantastic!"

HYATT house Boston/Burlington

10/10 Excellent

"Great place to stay. Very clean. Breakfast was available every morning."

Extended Stay America Suites Boston Woburn

8/10 Good

"The room was clean and the bed comfortable. One con: the room had no clothes hangers. I've never stayed at a hotel that didn't have this basic feature. Pro: Natscha at the front desk promptly - within 5 minutes - brought up plenty hangers to my room. Without this excellent service I would have rated this hotel lower."

Hampton Inn Boston Woburn

10/10 Excellent

"Na"

Homewood Suites by Hilton Boston Woburn

8/10 Good

"The room was very comfortable. Good layout, except the bathroom floor needed a good scrub to get the grout cleaner. The only ding would be that the indoor pool was not heated. The outdoor patio near the pool was very nice. The staff was super friendly and helpful."

Red Roof Inn PLUS+ Boston - Woburn/ Burlington

10/10 Excellent

"Good"

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.

Search Hotels Near Winter Pond, Boston

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Our top choices for Winter Pond hotels

1. Archer Hotel Boston/Burlington

2. Hilton Boston/Woburn

3. Hampton Inn Boston Bedford Burlington

4. Hampton Inn Boston Woburn

5. The Langham, Boston

6. Encore Boston Harbor

7. The Inn at Hastings Park, Relais & Chateaux - Boston

8. Hampton Inn & Suites Boston/Waltham

9. Boston Marriott Burlington

10. Residence Inn by Marriott Boston Watertown

11. Four Seasons Hotel One Dalton Street, Boston

12. Holiday Inn Boston Logan Airport - Chelsea by IHG

13. Raffles Boston

14. Hilton Garden Inn Boston/Waltham

15. Holiday Inn Express Boston Logan Airport - Revere by IHG

16. Iris Hotel Boston

17. The Dagny Boston

18. citizenM Boston North Station

19. Seaport Hotel Boston

20. Sheraton Commander Hotel

Compare popular hotels close to Winter Pond

Top Winter Pond Hotel Reviews

Hilton Garden Inn Boston-Burlington

HYATT house Boston/Burlington

Extended Stay America Suites Boston Woburn

Hampton Inn Boston Woburn

Homewood Suites by Hilton Boston Woburn

Red Roof Inn PLUS+ Boston - Woburn/ Burlington

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