Winchester Hotels from ₹8,142

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
21 Jul - 22 Jul
Tomorrow
22 Jul - 23 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Filter by

Guest rating
Guest rating
Property class

Top 10 Winchester hotels and places to stay

Nantasket Beach Hotel
Enjoy the serene beach and picturesque town views from this coastal retreat.

Nantasket Beach Hotel

2.5 star property
9.2 out of 10, Wonderful, (1008)
"Nice room across the street from the beach and within walking distance to some decent restaurants. "
Nantasket Beach Hotel
Nantasket Beach Resort
Guests can enjoy scenic views from their room's balcony overlooking the adjacent sandy beach.

Nantasket Beach Resort

3.0 star property
8.4 out of 10, Very good, (1008)
"Loved our stay here!"
The price is ₹18,030
₹21,793 total
includes taxes & fees
22 Jul - 23 Jul
Nantasket Beach Resort
The Wylie Inn and Conference Center at Endicott College
Situated on a rocky outcrop, this coastal residence offers a tranquil setting by the sea with a distant view of the coastline.

The Wylie Inn and Conference Center at Endicott College

3.5 star property
9.0 out of 10, Wonderful, (1053)
"Gorgeous location and wonderful hotel. "
The Wylie Inn and Conference Center at Endicott College
Hawthorne Hotel
Enjoy meals in this elegant dining area with a table for four, featuring a beautiful view of the street outside.

Hawthorne Hotel

3.5 star property
9.4 out of 10, Exceptional, (1268)
"Enjoyed our stay"
Hawthorne Hotel
The Cove At Salem
Relax in style with our outdoor seating area, featuring two unique hanging chairs under a pergola amidst a serene garden setting.

The Cove At Salem

3.0 star property
9.4 out of 10, Exceptional, (626)
"It was close to everything & really nice."
The price is ₹15,974
₹17,843 total
includes taxes & fees
20 Aug - 21 Aug
The Cove At Salem
The Hotel Salem
Relax in a stylish outdoor seating area with a variety of seating options.

The Hotel Salem

3.0 star property
9.0 out of 10, Wonderful, (1012)
"Cute little hotel, super comfy beds and right in the heart of everything! "
The price is ₹17,663
₹19,730 total
includes taxes & fees
22 Jul - 23 Jul
The Hotel Salem
Howard Johnson by Wyndham Quincy/Boston
Guests can relax in the hotel's outdoor seating area, featuring tables and chairs.

Howard Johnson by Wyndham Quincy/Boston

2.0 star property
7.8 out of 10, Good, (1004)
"Very clean, nice staff, quiet "
The price is ₹11,166
₹12,473 total
includes taxes & fees
27 Jul - 28 Jul
Howard Johnson by Wyndham Quincy/Boston
Hyatt Place Boston/Braintree
Relax in the hotel lobby's inviting seating area, featuring a sofa, armchairs, and a fireplace.

Hyatt Place Boston/Braintree

3.5 star property
9.0 out of 10, Wonderful, (2400)
"Nice location and breakfast is :)"
The price is ₹10,003
₹11,173 total
includes taxes & fees
3 Aug - 4 Aug
Hyatt Place Boston/Braintree
Best Western Braintree Inn
Welcome to BW Best Western, featuring a symmetrical facade with a flat roof and grid-patterned windows.

Best Western Braintree Inn

2.5 star property
8.0 out of 10, Very good, (1013)
"Great place for a night or two out of town "
The price is ₹9,447
₹10,553 total
includes taxes & fees
17 Aug - 18 Aug
Best Western Braintree Inn
Sonesta Select Boston Danvers
Relax on the patio surrounded by lush greenery and comfortable wicker furniture.

Sonesta Select Boston Danvers

3.0 star property
8.6 out of 10, Excellent, (1005)
"Great place"
The price is ₹10,339
₹11,549 total
includes taxes & fees
3 Aug - 4 Aug
Sonesta Select Boston Danvers
SpringHill Suites by Marriott Boston Logan Airport Revere Beach
Enjoy a peaceful ocean view from the comfort of this room, featuring a cozy armchair and a large window.

SpringHill Suites by Marriott Boston Logan Airport Revere Beach

3.5 star property
8.8 out of 10, Excellent, (1167)
"Great stay "
The price is ₹15,336
₹17,131 total
includes taxes & fees
28 Jul - 29 Jul
SpringHill Suites by Marriott Boston Logan Airport Revere Beach
Best Western Adams Inn Quincy-Boston
Stroll along the marina's wooden walkway, offering views of docked boats and the clock tower in the distance.

Best Western Adams Inn Quincy-Boston

2.5 star property
7.4 out of 10, Good, (1007)
"Staff at the desk at the time of checkin and checkout were great and super helpful!"
The price is ₹13,106
₹14,639 total
includes taxes & fees
27 Jul - 28 Jul
Best Western Adams Inn Quincy-Boston
Hampton Inn Boston - Logan Airport
Relax in a cozy space with a fireplace, armchairs, and a flat-screen TV.

Hampton Inn Boston - Logan Airport

3.0 star property
8.2 out of 10, Very good, (5171)
"Great rate and location near the airport."
The price is ₹13,027
₹14,551 total
includes taxes & fees
29 Jul - 30 Jul
Hampton Inn Boston - Logan Airport
Hyatt Regency Boston Harbor
Enjoy a peaceful evening on the patio with a city skyline view, fire pit, and candlelit table.

Hyatt Regency Boston Harbor

4.0 star property
9.2 out of 10, Wonderful, (1527)
"Great place "
The price is ₹17,503
₹22,536 total
includes taxes & fees
10 Aug - 11 Aug
Hyatt Regency Boston Harbor
Hampton Inn Boston Seaport District
Relax in a serene outdoor space with comfortable seating and city views.

Hampton Inn Boston Seaport District

3.0 star property
9.2 out of 10, Wonderful, (2441)
"This hotel was located in the quiet seaport area which we enjoyed. "
The price is ₹16,982
₹19,775 total
includes taxes & fees
10 Aug - 11 Aug
Hampton Inn Boston Seaport District
Hyatt Place Boston/Seaport District
Relax on the outdoor terrace with a fire pit table and comfortable seating, taking in the breathtaking city views.

Hyatt Place Boston/Seaport District

3.0 star property
9.4 out of 10, Exceptional, (2058)
"It is a great place to stay, both the area and the hotel itself. "
The price is ₹19,386
₹22,575 total
includes taxes & fees
17 Aug - 18 Aug
Hyatt Place Boston/Seaport District
Embassy Suites Boston Logan Airport
Enjoy a drink at the bar, where a curved countertop and comfortable stools invite relaxation.

Embassy Suites Boston Logan Airport

3.5 star property
8.8 out of 10, Excellent, (2008)
"Very convenient location, close to the airport and shuttle service is great!"
The price is ₹17,359
₹20,645 total
includes taxes & fees
18 Aug - 19 Aug
Embassy Suites Boston Logan Airport
Seaport Hotel Boston
Situated on the waterfront, this hotel offers stunning views of the calm water.

Seaport Hotel Boston

4.0 star property
9.6 out of 10, Exceptional, (3101)
"Great stay"
The price is ₹23,030
₹27,249 total
includes taxes & fees
10 Aug - 11 Aug
Seaport Hotel Boston
Omni Boston Hotel at the Seaport
Enjoy a panoramic city view from the dining area, featuring a variety of seating options and a geometric patterned floor.

Omni Boston Hotel at the Seaport

4.0 star property
9.2 out of 10, Wonderful, (3693)
"Great stay"
The price is ₹18,197
₹24,702 total
includes taxes & fees
10 Aug - 11 Aug
Omni Boston Hotel at the Seaport
The Westin Boston Seaport District
The'Connell's offers outdoor seating areas with tables and chairs, perfect for dining or relaxing.

The Westin Boston Seaport District

4.0 star property
9.0 out of 10, Wonderful, (2038)
"Great hotel to stay any time in Boston "
The price is ₹15,431
₹20,979 total
includes taxes & fees
27 Jul - 28 Jul
The Westin Boston Seaport District
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Winchester

Escape to Winchester! Enjoy its football, wildlife and lake views.

See all hotels in Winchester

Top Winchester Hotel Reviews

Encore Boston Harbor

Encore Boston Harbor

10/10 Excellent
"Great hotel"
MEHMET 2-night trip
Posted 14 hours ago
Encore Boston Harbor

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 traveller data. Two other options for your stay in the area are citizenM Boston Back Bay and Harborside Inn Of Boston. 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, most hotel bookings are fully refundable if cancelled before the hotel’s cancellation deadline, which is often 24 or 48 hours before the 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 booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

What are some accommodation options 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 on-site pool. View all hotels with pools in Winchester.

What is staying in Winchester like?

Visitors can enjoy all that Winchester has to offer, including the football matches and lake views. TD Garden, Fenway Park and Encore Boston Harbor are some of the top sights around the area. In Winchester, there are 3 hotels and other accommodation options to choose from. Find out more about Winchester.

What should I do while I'm visiting 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. Take a look at what more there is to see and do in Expedia's Winchester guide.

How can I get around Winchester?

To venture out into 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 temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Winchester are January, February, March and April, with each month seeing an average of 13 cm of snowfall.