Find hotels in Winchester, NH from ￥12,556
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Winchester
Pet friendly
Apartment
Condo
Family friendly
Cottage
Chalet
Waterpark
Cabin
Check prices for these dates
Tonight
Sep 15 - Sep 16Tomorrow
Sep 16 - Sep 17This weekend
Sep 18 - Sep 20Next weekend
Sep 25 - Sep 27Our top choices for Winchester hotels
1. Keene Elm City Hotel, an Ascend Collection Hotel
Keene Elm City Hotel, an Ascend Collection HotelKeene
David
2. Best Western Plus Keene Hotel
Best Western Plus Keene HotelKeene
Julia
￥22,888
￥24,834 total
includes taxes & fees
Sep 24 - Sep 25
3. Windmill Motel Restaurant
Windmill Motel RestaurantBernardston
Dan
￥18,663
￥20,846 total
includes taxes & fees
Sep 20 - Sep 21
4. Holiday Inn Express Hotel & Suites Brattleboro by IHG
Holiday Inn Express Hotel & Suites Brattleboro by IHGBrattleboro
Daniel
￥24,834
￥27,318 total
includes taxes & fees
Sep 20 - Sep 21
5. Comfort Inn & Suites Brattleboro I-91
Comfort Inn & Suites Brattleboro I-91Brattleboro
Amber
￥20,801
￥22,881 total
includes taxes & fees
Sep 20 - Sep 21
6. Centennial House
Centennial HouseNorthfield
Lauren
￥27,570
￥29,142 total
includes taxes & fees
Sep 20 - Sep 21
7. Days Inn by Wyndham Keene NH
Days Inn by Wyndham Keene NHKeene
Alex
￥16,389
￥17,782 total
includes taxes & fees
Sep 21 - Sep 22
8. Vikings Villages Resort
Vikings Villages ResortGuilford
Cecil
￥21,041
￥24,541 total
includes taxes & fees
Oct 13 - Oct 14
9. Hampton Inn Brattleboro
Hampton Inn BrattleboroBrattleboro
Francesca
￥20,662
￥22,727 total
includes taxes & fees
Sep 28 - Sep 29
10. The Putney Inn
The Putney InnPutney
JANE
￥16,798
￥18,478 total
includes taxes & fees
Sep 16 - Sep 17
11. Travelodge by Wyndham Brattleboro VT
Travelodge by Wyndham Brattleboro VTBrattleboro
Jessica
￥11,415
￥12,556 total
includes taxes & fees
Sep 16 - Sep 17
12. Hampton Inn & Suites Keene
Hampton Inn & Suites KeeneKeene
sheri
￥24,436
￥26,513 total
includes taxes & fees
Sep 24 - Sep 25
13. The Covered Bridge Inn
The Covered Bridge InnBrattleboro
VINCENT JOEL
￥18,658
￥20,524 total
includes taxes & fees
Sep 16 - Sep 17
14. Black Mountain Inn
Black Mountain InnBrattleboro
Denise
￥19,525
￥21,477 total
includes taxes & fees
Sep 16 - Sep 17
15. Fairfield Inn & Suites by Marriott Keene Downtown
Fairfield Inn & Suites by Marriott Keene DowntownKeene
Matt
￥33,010
￥35,816 total
includes taxes & fees
Sep 16 - Sep 17
16. Latchis Hotel
Latchis HotelBrattleboro
Edward
￥16,074
￥17,682 total
includes taxes & fees
Sep 22 - Sep 23
17. The Inn At Crumpin Fox
The Inn At Crumpin FoxBernardston
Alan
￥24,946
￥27,865 total
includes taxes & fees
Sep 20 - Sep 21
18. Colonial Motel
Colonial MotelBrattleboro
Sondra
￥12,827
￥14,111 total
includes taxes & fees
Sep 20 - Sep 21
19. Inn on Putney Road
Inn on Putney RoadBrattleboro
Karla
￥55,770
￥61,348 total
includes taxes & fees
Sep 27 - Sep 28
20. The Burrell House
The Burrell HouseKeene
Justin
￥21,117
￥23,545 total
includes taxes & fees
Sep 21 - Sep 22
Stay near popular Winchester attractions
Winchester Speedpark
Winchester Speedpark thrills with professionally designed motocross tracks featuring challenging jumps and turns. Experience heart-pounding night races or watch competitors tackle the New England racing circuit.
New England Sweetwater Farm & Distillery
This rustic distillery crafts award-winning spirits using locally sourced ingredients. Sample their unique vodkas and whiskeys while learning about the distillation process in a warm space adorned with reclaimed wood.
Cass Pond
This serene 54-acre pond in Richmond offers peaceful fishing for bass, pickerel, and perch. Bring your own gear and a valid New Hampshire fishing license to fully enjoy this tranquil natural retreat.
Richmond Wildlife Manangement Area
This protected wilderness features diverse New Hampshire ecosystems across forests, wetlands, and meadows. Explore marked trails for wildlife viewing, especially during spring migration or autumn's foliage display.
Barden State Wildlife Management Area
This serene wildlife reserve in New Hampshire offers undisturbed natural landscapes for wildlife observation. Bring binoculars for spotting native species while exploring the peaceful trails during spring through fall.
Loring Field
Explore the great outdoors at Loring Field, a lovely green space in Winchester. While you're in the area, stroll along the lakeside.
Bennett Gorge
This secluded woodland trail winds alongside a brook to the remnants of an historic mill. Explore Richmond's industrial past while enjoying the tranquil sounds of flowing water and forest solitude.
Conant Public Library
This historic 1892 library houses Winchester's heritage collection, including one of New England's earliest pipe organs. Browse artifacts or research local history with help from knowledgeable staff.
Learn more about Winchester
Hike the scenic trails of Pisgah State Park where rangers know which routes offer the best wildlife viewing. Explore the historic downtown district with its charming 19th-century architecture and local shops selling New Hampshire maple products.
See all hotels in Winchester
Top Winchester Hotel Reviews
Vikings Villages Resort
10/10 Excellent
"My husband is 1st to say he's a "Marriott guy" lol! Viking Village is Glamping meets Marriott, but WAY BETTER! We were amazed at the quality of the chalet where we stayed! The decor, bathroom/shower, furniture, bedding, towels, amenities, etc were top notch and immaculate! They totally pulled off the viking theme, including the rare mini sheep, ax throwing, self-directed scavenger hunt, etc for entertainment! The tile in bathroom made it feel a bit like a cave! We wish we had stayed longer and brought our sons along... we will for next time! Christina, Thanks for the recommendations on local points of interest, dining, etc. Don't let the dirt roads as u approach the Village intimidate you! Definitely added to the ambiance! We would 100% go out of our way to stay here again! Already have been telling all our friends including the folks at UMass Men's Basketball who hosted the golf outing at nearby Crumpin-Fox Golf Club (also a hidden gem)!"
Comfort Inn & Suites Brattleboro I-91
8/10 Good
"It was ok, small hotel but neat, tidy and clean. No bacon"
The Inn At Crumpin Fox
10/10 Excellent
"It was a charming place. great place for us to stay as we have relatives nearby, & have checked it out on Expedia many times and this is the first time we decided to stay there. It was a good choice,"
The Colonial Hotel
10/10 Excellent
"Only thing I was Disappointed about was the lack of some kind of breakfast ,I was visiting a friend with cancer who would sleep in later till 10 or 11 and I wake up around 6 am …..so had 4 hours to kill and had to go out and drive around to go eat 😕otherwise I loved this hotel . I was there mid week . Cleanliness great, staff and parking were also perfect 😊😕"
Colonial Motel
8/10 Good
"The room was substantially larger than most motels provide. It was quiet, bed was comfortable. Location was convenient, easy to find and agreeable. Breakfast was very limited— coffee, tea, toast, bagel. Overall, I would stay there again."
Gardner Inn
8/10 Good
"Great staff. The challenge is the location...road noise from the highway but that's what makes it convenient."
Days Inn by Wyndham Keene NH
10/10 Excellent
"Clean and quiet. Comfortable beds. Plenty of coffee."
Deerfield Inn
10/10 Excellent
"Perfect location, friendly and helpful staff, comfortable and spacious room!"
More cheap stays in Winchester
Latchis Hotel
50 Main Street Brattleboro VT
￥16,074
￥17,682 total
Sep 22 - Sep 23
includes taxes & fees
Days Inn by Wyndham Keene NH
3 Ash Brook Road Keene NH
￥16,389
￥17,782 total
Sep 21 - Sep 22
includes taxes & fees
7/10 Good! (1,002 reviews)
Hampton Inn Brattleboro
1378 Putney Road Brattleboro VT
￥20,662
￥22,727 total
Sep 28 - Sep 29
includes taxes & fees
Comfort Inn & Suites Brattleboro I-91
1186 Putney Road Brattleboro VT
￥20,801
￥22,881 total
Sep 20 - Sep 21
includes taxes & fees
8.6/10 Excellent! (862 reviews)
Hampton Inn & Suites Greenfield
184 Shelburne Rd Greenfield MA
￥31,137
￥34,780 total
Sep 30 - Oct 1
includes taxes & fees
Keene Elm City Hotel, an Ascend Collection Hotel
175 Key Rd Keene NH
Frequently asked questions
Explore a world of travel with Expedia
- B&B in Pembroke
- Cheap Hotels in New Hampshire
- Derry Hotels
- Croydon Hotels
- Cheap Hotels in New Boston
- Rv Parks in Dublin
- Dublin Hotels
- Gay friendly Hotels in New Hampshire
- Luxury Hotels in Salisbury
- B&B in Claremont
- B&B in Marlow
- Bedford Hotels
- Beach Hotels in New Hampshire
- Aparthotels in Claremont
- Luxury Hotels in Central New Hampshire
- Green Hotels in New Hampshire
- Peterborough Hotels
- Inns in Bradford
- Luxury Hotels in New Boston
- Cheap Hotels in Derry
- Lodges in Chester
- B&B in New Hampshire
- Scuba Diving Hotels in New Hampshire
- B&B in Bennington
- Rv Parks in Bedford
- Hostels in Charlestown
- Winery Hotels in Concord
- Wilmot Hotels
- Castles in Dublin
- B&B in Wilmot
- New London Hotels
- Aparthotels in Manchester
- Holiday Park Resorts in Central New Hampshire
- Hotels near Pheasant Lane Mall
- Henniker Hotels
- Farmstay in Sunapee
- Castles in Temple
- Rv Parks in Washington
- Hotels with Free Parking in New London
- Washington Hotels
- B&B in Webster
- Resorts in Bedford
- Guest Houses in Chester
- Luxury Hotels in New Hampshire
- Luxury Hotels in Washington
- Resorts in Goshen
- B&B in Marlborough
- Bradford Hotels
- Motels in Milford
- Lodges in Marlow
- Houseboats in New Hampshire
- B&B in Washington
- Luxury Hotels in Newbury
- Hostels in New London
- Resorts in Temple
- Resorts in Hudson
- Hotel with a Concierge Hotels in Concord
- Hostels in Henniker
- Business Hotels in Manchester
- Family Hotels in Washington
- Resorts in New Hampshire
- Cheap Hotels in Bow
- Historic Hotels in Manchester
- Luxury Hotels in Sunapee
- Weare Hotels
- New Hampshire Hotels
- B&B in Salisbury
- Marlborough Hotels
- Rv Parks in Keene
- Cheap Hotels in Concord
- Pet-Friendly Hotels in Manchester
- B&B in Dublin
- Inns in New Hampshire
- Historic Hotels in Downtown Manchester
- Resorts & Hotels with Spas in New London
- Rv Parks in Webster
- Hotels with Bars in Dublin
- Condo Rentals in Marlow
- Hotels near Ragged Mountain Ski Resort
- Resorts in Newport
- B&B in Winchester
- Cheap Hotels in Dublin
- Hostels in Keene
- Cheap Hotels in Manchester
- Town Houses in Manchester
