Deals on vacations and trips to Westmoreland

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Price found within the past 48 hours. Click for updated prices.
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
Price was $882, price is now $730 per person
$730
per person
Dec 30 - Jan 2
found 16 hours ago
Roundtrip flight included
Chicago (ORD) to Springfield (VSF)
This smoke-free resort features ski-in/ski-out access, a full-service spa, and a restaurant. Enjoy the outdoor pool and perks like free valet parking and a free area shuttle. You'll appreciate the gym, bar/lounge, and laundry facilities.
The Shire Woodstock

The Shire Woodstock

3 out of 5
Save 100% on your flight
Price was $1,397, price is now $1,014 per person
$1,014
per person
Dec 8 - Dec 13
found 11 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Springfield (VSF)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and a picnic area are also provided.
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Price was $1,603, price is now $1,408 per person
$1,408
per person
Dec 30 - Jan 2
found 16 hours ago
Roundtrip flight included
Chicago (ORD) to Springfield (VSF)
This luxury resort features a golf course, a full-service spa, and 4 restaurants. Enjoy the 2 indoor tennis courts and perks like free valet parking and free WiFi. Relax with a drink at one of the 2 bars/lounges and enjoy the 2 hot tubs and indoor pool.
Winterplace at Okemo

Winterplace at Okemo

4 out of 5
Clock Tower Base Area
Price was $1,387, price is now $1,267 per person
$1,267
per person
Nov 22 - Nov 26
found 15 hours ago
Roundtrip flight included
Chicago (ORD) to Springfield (VSF)
Ski-in/ski-out access and an indoor pool are featured at this smoke-free aparthotel. Enjoy the hot tub and perks like free self parking and free WiFi. Express check-out, laundry facilities, and barbecue grills are also on offer.
Solitude Village at Okemo

Solitude Village at Okemo

4 out of 5
Clock Tower Base Area
Price was $1,245, price is now $1,146 per person
$1,146
per person
Nov 22 - Nov 26
found 15 hours ago
Roundtrip flight included
Chicago (ORD) to Springfield (VSF)
Ski-in/ski-out access and an outdoor pool are featured at this smoke-free aparthotel. Enjoy the indoor pool and perks like free self parking and free WiFi. A gym, a hot tub, and a sauna are also on offer.

Top Westmoreland hotels deals

Mountaineer Inn

Mountaineer Inn

2 out of 5
270 Handle Rd, West Dover, VT
Free Cancellation
Reserve now, pay when you stay
$97 nightly
The price is $107 total per night
$107 total
Nov 2 - Nov 3
Total with taxes and fees
A seasonal outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A terrace, a garden, and express check-in are also on offer.
Pool
Pet friendly
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
89 Grand Summit Way, West Dover, VT
Free Cancellation
$153 nightly
The price is $168 total per night
$168 total
Nov 13 - Nov 14
Total with taxes and fees
This smoke-free resort features ski-in/ski-out access, a full-service spa, and a restaurant. Enjoy the outdoor pool and perks like free valet parking and a free area shuttle. You'll appreciate the gym, bar/lounge, and laundry facilities.
Pool
Spa
Econo Lodge Brattleboro

Econo Lodge Brattleboro

2 out of 5
515 Canal St, Brattleboro, VT
Free Cancellation
Reserve now, pay when you stay
$68 nightly
The price is $75 total per night
$75 total
Nov 12 - Nov 13
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this motel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A business center, a grocery/convenience store, and a picnic area are also on offer.
Pool
Breakfast included
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
Free Cancellation
Reserve now, pay when you stay
$125 nightly
The price is $136 total per night
$136 total
Oct 26 - Oct 27
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 freebies like buffet breakfast and free self parking.
Pool
Breakfast included
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
1043 Putney Road, Brattleboro, VT
Free Cancellation
Reserve now, pay when you stay
$126 nightly
The price is $139 total per night
$139 total
Oct 15 - Oct 16
Total with taxes and fees
This hotel features free self parking and free WiFi in public areas. Enjoy the free continental breakfast each morning.
Breakfast included
Parking included
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 out of 5
1186 Putney Road, Brattleboro, VT
Free Cancellation
Reserve now, pay when you stay
$126 nightly
The price is $138 total per night
$138 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
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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

How much are vacation packages to Westmoreland?
Adventure awaits in Westmoreland, with Travelocity vacation packages starting at just $730. Offering both hotels and flights, these sensational deals make it really easy to explore all corners of the world.
Where can I get the best vacation package deals for Westmoreland?
It's hard to top Travelocity when it comes to crafting your Westmoreland package deal. There are as many as 400 air carriers and 1,000,000 worldwide properties to select from. Secure your trip now and get ready to cross another place off your list.
Why should I purchase my Westmoreland vacation package with Travelocity?
Because life is one incredible journey, and we've got everything you could hope for to help you along the way. With our top-notch service and Price Match Guarantee, you can book your trip with confidence. What's more, you can rest easy while you're on the road knowing we've got your back with our round-the-clock support.
Will I save money on my Westmoreland car rental if I book it with my hotel or flight?
With a Westmoreland vacation package, you can bundle your car, hotel and flight bookings and save tons. If you're in the mood to explore the best of this exciting part of the world, why not head to Fenway Park? This top attraction is 80 mi from Westmoreland. With your own wheels, you'll be there before you know it.
Which airport is best for Westmoreland?
Manchester-Boston Regional Airport (MHT), around 50 mi east of inner Westmoreland, is most likely where you'll touch down. Your other choices are Lebanon Municipal Airport (LEB) (45 mi away from central Westmoreland) and Rutland Southern Vermont Regional Airport (RUT) (45 mi away from central Westmoreland).
Where should I stay when visiting Westmoreland?
The Tranquil NH Cabin on Connecticut River is the top choice of many travelers. Book as soon as possible before it's too late.

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