Deals on vacations and trips to Westmoreland

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Westmoreland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Colonel Williams Inn

Colonel Williams Inn

3 out of 5
Price was $676, price is now $590 per person
$590
per person
Dec 10 - Dec 15
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to Springfield (VSF)
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free local cuisine breakfast each morning. A terrace, a garden, and a lobby fireplace are also on offer.
Vikings Villages Resort

Vikings Villages Resort

2 out of 5
Save 100% on your flight
Price was $1,091, price is now $781 per person
$781
per person
Dec 10 - Dec 15
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to Springfield (VSF)
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 on offer.
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Save 100% on your flight
Price was $2,352, price is now $1,994 per person
$1,994
per person
Dec 10 - Dec 15
found 23 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.
Sinclair Inn Bed and Breakfast

Sinclair Inn Bed and Breakfast

4 out of 5
Price was $1,371, price is now $1,166 per person
$1,166
per person
Oct 26 - Oct 29
just found
Roundtrip non-stop flight included
Austin (AUS) to Springfield (VSF)
This bed & breakfast doesn't skimp on freebies - guests receive free full breakfast and free WiFi. A garden and a picnic area are also provided.
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG

2.5 out of 5
Price was $713, price is now $609 per person
$609
per person
Dec 10 - Dec 15
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to Springfield (VSF)
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.

Top Westmoreland hotels deals

Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
89 Grand Summit Way West Dover VT
Free Cancellation
$163 nightly
The price is $179 total per night
$179 total
Oct 19 - Oct 20
Total with taxes and fees
This smoke-free resort features ski-in/ski-out access, a full-service spa, and a restaurant. Enjoy the gym and perks like free WiFi and a free area shuttle. You'll appreciate the sauna, bar/lounge, and laundry facilities.
Spa
Free WiFi
Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street Brattleboro VT
Free Cancellation
Reserve now, pay when you stay
$111 nightly
The price is $122 total per night
$122 total
Sep 21 - Sep 22
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 luggage storage are also offered on site.
Pet friendly
Parking included
Colonial Motel

Colonial Motel

3 out of 5
889 Putney Rd Brattleboro VT
Free Cancellation
Reserve now, pay when you stay
$84 nightly
The price is $93 total per night
$93 total
Sep 27 - Sep 28
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 in public areas. A garden, a grocery/convenience store, and a lobby fireplace are also on offer.
Breakfast included
Pet friendly
Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow

3 out of 5
270 Handle Rd West Dover VT
Free Cancellation
Reserve now, pay when you stay
$100 nightly
The price is $110 total per night
$110 total
Oct 19 - Oct 20
Total with taxes and fees
This hotel features a seasonal outdoor pool and a hot tub. Enjoy the free ski shuttle and onsite ski storage. Enjoy the sauna and perks like free self parking and free WiFi.
Pool
Hot Tub
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
$134 nightly
The price is $145 total per night
$145 total
Sep 20 - Sep 21
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 Putney Inn

The Putney Inn

2.5 out of 5
57 Putney Landing Rd Putney VT
Free Cancellation
Reserve now, pay when you stay
$121 nightly
The price is $133 total per night
$133 total
Sep 20 - Sep 21
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 in public areas. A picnic area is also provided.
Breakfast included
Pet friendly
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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 $590. 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.

Photos of local treasures

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