Winchester Hotels

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Top 10 trending Winchester hotels

Sonesta Select Boston Danvers

3.0 star property
8.4 out of 10, Very Good, (1001)
"Great stay! "
The price is P7,603
P8,492 total
includes taxes & fees
Sep 3 - Sep 4
Sonesta Select Boston Danvers

La Quinta Inn & Suites by Wyndham Boston-Andover

3.0 star property
8.2 out of 10, Very Good, (1828)
"We had a pleasant stay"
The price is P6,832
P7,631 total
includes taxes & fees
Aug 27 - Aug 28
La Quinta Inn & Suites by Wyndham Boston-Andover

Best Western Plus North Shore Hotel

2.5 star property
9.0 out of 10, Wonderful, (1004)
"Nice to stay"
The price is P9,297
P10,385 total
includes taxes & fees
Aug 24 - Aug 25
Best Western Plus North Shore Hotel

The Wylie Inn and Conference Center at Endicott College

3.5 star property
9.0 out of 10, Wonderful, (1080)
"Gorgeous location and wonderful hotel. "
The price is P8,253
P9,218 total
includes taxes & fees
Aug 20 - Aug 21
The Wylie Inn and Conference Center at Endicott College

The Boxboro Regency

3.0 star property
7.2 out of 10, Good, (1002)
"Dated and charming property. Great stay!"
The Boxboro Regency

Sonesta ES Suites Andover Boston

2.5 star property
8.8 out of 10, Excellent, (1003)
"Excellent stay. "
The price is P7,296
P8,149 total
includes taxes & fees
Sep 4 - Sep 5
Sonesta ES Suites Andover Boston

Nantasket Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1003)
"We loved pur stay at Nantasket Beach Resort. The location was great and the property was updated beautifully!"
The price is P8,515
P10,675 total
includes taxes & fees
Sep 1 - Sep 2
Nantasket Beach Resort

Bedford Plaza Hotel - Boston

3.0 star property
7.4 out of 10, Good, (404)
"Would definitely stay again !"
The price is P6,010
P6,713 total
includes taxes & fees
Aug 18 - Aug 19
Bedford Plaza Hotel - Boston

The Cove At Salem

3.0 star property
9.4 out of 10, Exceptional, (666)
"Beautiful place to stay"
The price is P10,222
P11,419 total
includes taxes & fees
Aug 20 - Aug 21
The Cove At Salem

Nantasket Beach Hotel

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Always a great relaxing stay here!"
Nantasket Beach Hotel

The Hotel Salem

3.0 star property
9.2 out of 10, Wonderful, (1008)
"Loved the room, the roof and how close it was to everything! "
The price is P11,387
P12,719 total
includes taxes & fees
Aug 25 - Aug 26
The Hotel Salem

Hawthorne Hotel

3.5 star property
9.4 out of 10, Exceptional, (1354)
"Amazing stay and I loved it will def be returning "
Hawthorne Hotel

Hilton Garden Inn Tewksbury Andover

3.0 star property
8.8 out of 10, Excellent, (713)
"I enjjoyed my stay very much "
The price is P6,735
P7,523 total
includes taxes & fees
Aug 31 - Sep 1
Hilton Garden Inn Tewksbury Andover

Extended Stay America Suites Boston Waltham 32 4th Ave

2.5 star property
5.8 out of 10, (1004)
"Great place to stay."
The price is P6,249
P6,980 total
includes taxes & fees
Sep 9 - Sep 10
Extended Stay America Suites Boston Waltham 32 4th Ave

Methuen Inn and Conference Center

2.5 star property
6.4 out of 10, (1002)
"Nice hotel , Clear and safe "
The price is P5,538
P6,186 total
includes taxes & fees
Aug 18 - Aug 19
Methuen Inn and Conference Center

Andover Inn

3.5 star property
9.4 out of 10, Exceptional, (450)
"Great stay"
The price is P8,488
P9,482 total
includes taxes & fees
Aug 18 - Aug 19
Andover Inn

HYATT house Boston/Waltham

3.0 star property
8.8 out of 10, Excellent, (1003)
"Nice hotel to stay at "
The price is P6,678
P7,459 total
includes taxes & fees
Sep 4 - Sep 5
HYATT house Boston/Waltham

Best Western Plus Waltham Boston

3.0 star property
8.0 out of 10, Very Good, (1008)
"Easy check in and out, very clean hotel. Front desk was friendly and checking in and out was a breeze. "
The price is P5,661
P6,324 total
includes taxes & fees
Sep 2 - Sep 3
Best Western Plus Waltham Boston

Archer Hotel Boston/Burlington

4.0 star property
9.6 out of 10, Exceptional, (1003)
"Good place to stay "
Archer Hotel Boston/Burlington

Omni Boston Hotel at the Seaport

4.0 star property
9.2 out of 10, Wonderful, (3836)
"Great stay !"
The price is P11,624
P15,863 total
includes taxes & fees
Aug 24 - Aug 25
Omni Boston Hotel at the Seaport
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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Near an Attraction

Learn more about Winchester

Stroll along the shores of Mystic Lake, where locals gather for picnics and kayaking on sunny afternoons. History buffs can explore the Wright-Locke Farm, learning about sustainable agriculture while kids enjoy the farm animals and nature trails.

Top Winchester Hotel Reviews

Frequently asked questions

What's the best place to stay in Winchester?

Located 8.7 mi (14 km) from the heart of Winchester, Omni Boston Hotel at the Seaport is a top choice for your stay based on our traveler data. Other good options for your trip to the area are Hilton Boston Park Plaza and citizenM Boston Back Bay. See all available top hotels, or vacation rentals in Winchester.

If I need to cancel my hotel reservation in Winchester, will I receive a refund?

Yes! You'll find that most room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If your reservation is non-refundable, you might be able to still cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

Where can I learn more about changing or cancelling my trip to Winchester?

To access more information about picking new dates or cancelling your trip to Winchester, head over to our customer service page.

What are some accommodations with pools in Winchester?

Embassy Suites Boston Logan Airport: 3.5-star hotel located near New England Aquarium. Features a snack bar, an indoor pool, and free buffet breakfast. Seaport Hotel Boston and Hilton Boston Logan Airport are two additional hotels with an onsite pool. View all hotels with pools in Winchester.

What's the best hotel for staying near Logan International Airport (BOS)?

Hilton Boston Logan Airport is a popular 4-star hotel featuring a restaurant and an indoor pool. It's located a short 0.2 mi (0.4 km) from Logan Intl. Airport. Other accommodations close to the airport are Hyatt Regency Boston Harbor and Embassy Suites Boston Logan Airport.

What is staying in Winchester like?

Visitors can enjoy all that Winchester has to offer including the soccer matches and lake views. TD Garden, Fenway Park, and New England Aquarium are some of the top sights around the area. In Winchester, there are 3 hotels and other accommodations to choose from. Find out more about Winchester.

What are the top places to visit in Winchester?

The picturesque setting of Middlesex Fells Reservation and Winter Pond exemplify the area's natural beauty. Additionally, you'll find TD Garden and Fenway Park in the area. Check out what more to see and do in Expedia's Winchester guide.

How should I get around Winchester?

To see more of the surrounding area, ride one of the trains from Winchester Station or Winchester Wedgemere Station. If you want to venture out around the area, you may want a rental car in Winchester for your journey.

What's the weather like in Winchester?

The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 33°F. The snowiest months in Winchester are January, February, March, and April, with each month seeing an average of 5 inches of snowfall.