Book Hotels in Winchester, NH

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Top Winchester hotels

Vikings Villages Resort

Vikings Villages Resort

2 out of 5
360 Viking Village Drive Guilford VT
$161 nightly
The price is $175 total per night from May 31 to Jun 1
$175 total
May 31 - Jun 1
Total with taxes and fees
A rooftop terrace is featured at this hotel, along with free self parking. WiFi in public areas is free. A garden, a lobby fireplace, and a picnic area are also ...
"Super clean, staff very nice, cabins had kitchens and fireplace that were very nice, but the coffee maker did not work. Nice you could spend just one night but really once there you are going to want to spend at least two. No amenities like pool or gym but they did have the worlds smallest sheep. ..."

Reviewed on May 19, 2026

Opens in a new windowVikings Villages Resort
The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road Gardner MA
Fully refundableReserve now, pay when you stay
$168 nightly
The price is $188 total per night from Jun 8 to Jun 9
$188 total
Jun 8 - Jun 9
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
"Very helpful staff."

Reviewed on May 27, 2026

Opens in a new windowThe Colonial Hotel
Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street Brattleboro VT
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $124 total per night from Jun 2 to Jun 3
$124 total
Jun 2 - Jun 3
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. Free parking and ...
"Great location downtown near good restaurants. The hotel is old and full of character and history. Microwave, good shower, many cable TV channels, refrigerator, elevator- all in good order. With a cinema and restaurant in the lobby. We watched a movie (The Sheep Detectives)."

Reviewed on May 29, 2026

Opens in a new windowLatchis Hotel
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 out of 5
175 Key Rd Keene NH
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $152 total per night from Jun 1 to Jun 2
$152 total
Jun 1 - Jun 2
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate ...
"Everything was OK, except for the coffee they use (Folgers) It was almosty undrinkable;bitter and harsh."

Reviewed on May 25, 2026

Opens in a new windowKeene Elm City Hotel, an Ascend Collection Hotel
The Putney Inn

The Putney Inn

2.5 out of 5
57 Putney Landing Rd Putney VT
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $115 total per night from May 31 to Jun 1
$115 total
May 31 - Jun 1
Total with taxes and fees
Free self parking is available and the motel's front desk is staffed around-the-clock. Guests will appreciate free perks like continental breakfast and WiFi ...
"Only coffee available for breakfast. Room smelled horrible and it was dirty collecting dust and dirty behind curtain. Fyi:: if you like to sleep in dark room bring your own black out curtains. Towels where dirty and very dingy. . Restaurant closes at 3 and nothing close by where to get a decent meal. ..."

Reviewed on May 29, 2026

Opens in a new windowThe Putney Inn
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3 out of 5
401 Winchester St Keene NH
Fully refundableReserve now, pay when you stay
$148 nightly
The price is $161 total per night from Jun 7 to Jun 8
$161 total
Jun 7 - Jun 8
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
"This place is a dump Pretty much a motel Looks and smells dirty The curtains in bathroom are filthy The tub is disgusting and black No pride in the upkeep of this property Dirty walls and carpets Exposed outlets Didn’t even clean our room I only stayed here because Hampton inn was sold out NEVERRR ..."

Reviewed on May 25, 2026

Opens in a new windowBest Western Plus Keene Hotel
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $134 total per night from Jun 7 to Jun 8
$134 total
Jun 7 - Jun 8
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot ...
"Great rooms, comfortable, clean, very modern. Friendly staff. Highly recommend!"

Reviewed on May 30, 2026

Opens in a new windowHampton Inn Brattleboro
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

2 out of 5
3 Ash Brook Road Keene NH
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $105 total per night from Jun 2 to Jun 3
$105 total
Jun 2 - Jun 3
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the ...
"The building needs a total rehab"

Reviewed on May 28, 2026

Opens in a new windowDays Inn by Wyndham Keene NH
Gardner Inn

Gardner Inn

2 out of 5
22 Pearson Blvd Gardner MA
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $99 total per night from May 31 to Jun 1
$99 total
May 31 - Jun 1
Total with taxes and fees
Free WiFi in public areas is available at this hotel. Take advantage of the free self parking.
"Lobby, such as it is, tiny & functional. Front Desk personnel polite and tried to be helpful, barely spoke English, so challenges in communication. Did not see any "amenities". Carpets in hallways & stairway FILTHY and stained. Room itself was clean, basic, adequate for a one night stay. Quiet and ..."

Reviewed on May 24, 2026

Opens in a new windowGardner Inn
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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.

Frequently asked questions

What are the top kid-friendly hotels in Winchester?
From carefully considered amenities to extra room, kid-friendly hotels are equipped with features that can help turn a great family vacation into a fabulous one. These Winchester properties make vacationing with little ones a piece of cake: You have found a clean and bright home on the water. will help make your vacation the best one yet. It features plenty of conveniences geared toward families, such as a playground and a nearby beach. Otherwise, spend your evenings in Winchester at Magical Lakefront Home on Forest Lake. Make the most of a firepit, pet-friendly facilities and more here.
Where can I find cheap hotels in Winchester?
At Travelocity you'll find really nice hotels in Winchester at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Winchester rather than in Winchester. We may find you even better rates, too.
How do I find the best Winchester hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Winchester then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Winchester?
The cheapest hotel in Winchester is $99. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Winchester?
There are 459 hotels in Winchester on Travelocity.
What are the best hotels in Winchester?
Winchester has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Winchester for you!
When is the best time to visit Winchester?
If you want the joy of a fun-filled trip in peak season, visit Winchester during June, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as October, November and December.
When is the cheapest time to stay in Winchester?
Based on historic data is usually the cheapest month to visit Winchester. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Winchester?
There are multiple hotels in Winchester that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Winchester. We have plenty of kid-friendly hotels in Winchester to choose from on Travelocity!
Why book a hotel in Winchester through Travelocity?
Because we have the top hotels in Winchester! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Winchester on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Winchester hotel reviews by fellow wanderers

Hampton Inn Brattleboro

Hampton Inn Brattleboro

5 out of 5
Posted 4 hours ago
Travelocity Verified Review
"Great rooms, comfortable, clean, very modern. Friendly staff. Highly recommend!"
A verified traveler stayed at Hampton Inn Brattleboro
Hampton Inn Brattleboro

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