Dorset Vacation Packages 2026 from $499

Dorset flight + hotel vacation packages

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

The Landing Hotel at Rivers Casino & Resort

Nothside

$499

per person

Feb 5 - Feb 8

found 1 day ago

Roundtrip non-stop flight included

Milwaukee (MKE) to Albany (ALB)

A casino, 5 restaurants, and a 24-hour gym are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Free self parking is free for guests, and you can enjoy a meal in one of the 2 coffee shops/cafes.

Church Des Artistes Guest House

Rondout

Save 100% on your flight

$5,066

per person

Feb 24 - Mar 3

found 1 day ago

Roundtrip non-stop flight included

Portland (PWM) to Albany (ALB)

This guesthouse features an area shuttle, free self parking, and free WiFi in public areas. Enjoy the free continental breakfast each morning. A business center, a terrace, and a garden are also on offer.

The Old Catskill Game Farm Inn

Save 100% on your flight

$4,362

per person

Feb 24 - Mar 3

found 1 day ago

Roundtrip non-stop flight included

Portland (PWM) to Albany (ALB)

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A communal living room, a picnic area, and laundry facilities are also on offer.

Urban Cowboy Lodge

Save 100% on your flight

$1,802

per person

Feb 24 - Mar 3

found 1 day ago

Roundtrip non-stop flight included

Portland (PWM) to Albany (ALB)

This lodge features a restaurant, a sauna, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A snack bar/deli, a lobby fireplace, and a communal living room are also on offer.

Pocketbook Hotel and Bath

$998

per person

Feb 24 - Mar 3

found 1 day ago

Roundtrip non-stop flight included

Portland (PWM) to Albany (ALB)

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A coffee shop is provided and the front desk is staffed around-the-clock.

Top Dorset hotels deals

Pointe at Castle Hill Resort

2940 State Route 103 Cavendish VT

$144 nightly

$157 total

Dec 17 - Dec 18

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Pool

Hot Tub

The Equinox Golf Resort & Spa

3567 Main Street Route 7A Manchester VT

Free Cancellation

Reserve now, pay when you stay

$223 nightly

$245 total

Jan 12 - Jan 13, 2026

Total with taxes and fees

This luxury hotel features a golf course, a full-service spa, and 4 restaurants. Enjoy the 3 outdoor tennis courts and get free self parking. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of the 2 bars/lounges.

Pool

Hot Tub

Kimpton Taconic Hotel by IHG

3835 Main St. Manchester VT

$196 nightly

$216 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a seasonal outdoor pool on site, and a 24-hour front desk and a terrace are also provided.

Pool

Pet friendly

Hampton Inn and Suites Manchester

4519 Main St Manchester Center VT

Free Cancellation

Reserve now, pay when you stay

$143 nightly

$158 total

Dec 22 - Dec 23

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. Enjoy the hot tub and free perks like buffet breakfast and free self parking.

Pool

Hot Tub

The Palmer House Resort, an Ascend Collection Hotel

5383 Main St Manchester Center VT

Free Cancellation

$116 nightly

$128 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

This smoke-free hotel features a golf course, 2 outdoor tennis courts, and a restaurant. Enjoy the indoor pool and free perks like continental breakfast and free self parking. You'll appreciate the seasonal outdoor pool, bar/lounge, and free newspapers.

Pool

Hot Tub

The Black Bear Lodge at Stratton Mountain Resort

5 Village Lodge Road Stratton VT

$184 nightly

$203 total

Jan 15 - Jan 16, 2026

Total with taxes and fees

This smoke-free resort's 10 restaurants, 2 bars/lounges, and hot tub are some of the featured amenities. There's a free ski shuttle, and ski passes and ski storage are available on site. Families will appreciate the arcade/game room, kid-friendly dining, and supervised childcare.

Hot Tub

Breakfast included

Don't see what you're looking for?

See all available properties in Dorset

View all properties

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.

Popular places to visit

Dorset Playhouse

4.5/5(7 reviews)

You can enjoy a show at Dorset Playhouse during your trip to Dorset. Discover the mountain views in this quaint area.

Dorset Village Public Library

Dorset Village Public Library is just one of the places to see in Dorset, so why not enjoy the other things to explore during your travels? Amble around the area's parks or experience its theater scene.

Dorset Historical Society Museum

You can spend time exploring the galleries in Dorset Historical Society Museum in Dorset. Amble around the area's parks or experience its theater scene.

Frequently asked questions

How much are vacation packages to Dorset?

Adventures are calling in Dorset, with Travelocity vacation packages starting from just $499. In addition to flights and hotels, these amazing deals are a simple way to see every corner of the world.

How long should my Dorset vacation be?

Most travelers reserve a hotel for 2 nights in Dorset. But that doesn't mean you have to do that. How long you stay all comes down to how much you want to do during your vacation. If you hope to see every nook and cranny of this superb location, stay another night or so (or even longer!).

Where can I get the best vacation package deals for Dorset?

You'll discover a fantastic range of Dorset package deals on Travelocity. With 400 partner airlines and 1,000,000 properties across the globe, putting together your ultimate escape will be a breeze.

Why should I book my Dorset vacation package via Travelocity?

Whether you're on the hunt for the ultimate unplugged vacation or after the fun and excitement of the big city, booking everything with Travelocity saves you time, hassle and money. No need to comb through hundreds of different websites to find the best deal — our Price Match Guarantee ensures you'll never be out of pocket, and our team of customer service experts are available 24/7 should you need them.

Can I save money on my Dorset car rental if I bundle it with hotels and flights?

Definitely. And our Dorset vacation packages are the best way to do it. In just a few clicks you can save cash and time by booking everything in one place. Pick up the keys to your rental car then set your own course. Looking for things to do? Add a few tours to your package and make savings on those too.

What is there to do in Dorset?

Dorset Playhouse is one of the outstanding sights that make Dorset a popular place to visit. But leave some extra time to discover its lesser-known attractions too. This is often where the best memories are made.

Where should I stay when visiting Dorset?

If you're searching for someplace comfortable to base yourself, take a look at the Private*Views*Mt. Equinox*Skiing*Horse Show. It's the top choice for many travelers.